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Volumn 10, Issue 2, 2013, Pages 241-264

Emerging catalytic methods for amide synthesis

Author keywords

Amides; Aminocarbonylation; Catalytic methods; Nitrile hydration; Oxidative amidation; Transamidation

Indexed keywords


EID: 84876734216     PISSN: 15701794     EISSN: None     Source Type: Journal    
DOI: 10.2174/1570179411310020003     Document Type: Article
Times cited : (37)

References (102)
  • 2
    • 33751034904 scopus 로고    scopus 로고
    • Emerging methods in amide and peptide bond formation
    • Bode, J. W. Emerging methods in amide and peptide bond formation. Curr. Opin. Drug Discov. Dev. 2006, 9, 765.
    • (2006) Curr. Opin. Drug Discov. Dev , vol.9 , pp. 765
    • Bode, J.W.1
  • 3
    • 0007193238 scopus 로고    scopus 로고
    • Chemical synthesis of natural product peptides: Coupling methods for the incorporation of non-coded amino acids into peptides
    • Humphrey, J. M.; Chamberlin, A. R. Chemical synthesis of natural product peptides: coupling methods for the incorporation of non-coded amino acids into peptides. Chem. Rev. 1997, 97, 2243.
    • (2243) Chem. Rev , vol.1997 , pp. 97
    • Humphrey, J.M.1    Chamberlin, A.R.2
  • 4
    • 84876718557 scopus 로고
    • In Peptide Chemistry: A Practical Textbook, Springer-Verlag: New York
    • Bodanszky M. In Peptide Chemistry: A Practical Textbook, Springer-Verlag: New York, 1993.
    • (1993)
    • Bodanszky, M.1
  • 5
    • 42249107680 scopus 로고    scopus 로고
    • Direct and waste free amidations and cycloadditions by organocatalytic activation of carboxylic acids at room temperature
    • Al-Zoubi, R. M.; Marion, O.; Hall, D. G. Direct and waste free amidations and cycloadditions by organocatalytic activation of carboxylic acids at room temperature. Angew. Chem. Int. Ed. 2008, 47, 2876-2879.
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 2876-2879
    • Al-Zoubi, R.M.1    Marion, O.2    Hall, D.G.3
  • 6
    • 0027258043 scopus 로고
    • A simple preparation of amides from acids and amines by heating of their mixture
    • Jursic, B. S.; Zdravkovski, Z. A simple preparation of amides from acids and amines by heating of their mixture. Synth. Commun. 1993, 23, 2761-2770.
    • (1993) Synth. Commun , vol.23 , pp. 2761-2770
    • Jursic, B.S.1    Zdravkovski, Z.2
  • 8
    • 0004106186 scopus 로고    scopus 로고
    • 2nd ed., Mc-Graw-Hill, New York
    • Smith, M. B. In Organic Synthesis, 2nd ed., Mc-Graw-Hill, New York, 2002.
    • (2002) Organic Synthesis
    • Smith, M.B.1
  • 9
    • 1342302805 scopus 로고    scopus 로고
    • Recent development of peptide coupling reagents in organic synthesis
    • Han, S.Y.; Kim, Y.A. Recent development of peptide coupling reagents in organic synthesis. Tetrahedron 2004, 60, 2447.
    • (2447) Tetrahedron , vol.2004 , pp. 60
    • Han, S.Y.1    Kim, Y.A.2
  • 10
    • 26844576835 scopus 로고    scopus 로고
    • Amide bond formation and peptide coupling
    • Montalbetti, C. A. G. N.; Falque, V. Amide bond formation and peptide coupling. Tetrahedron 2005, 61, 10827.
    • (2005) Tetrahedron , vol.61 , pp. 10827
    • Montalbetti, C.A.G.N.1    Falque, V.2
  • 11
    • 42949170173 scopus 로고    scopus 로고
    • New chemistry with old functional groups: On the reaction of isonitriles with carboxylic acids-a route to various amide types
    • Li, X.; Danishefsky, S. J. New chemistry with old functional groups: on the reaction of isonitriles with carboxylic acids-a route to various amide types. J. Am. Chem. Soc. 2008, 130, 5446-5448.
    • (2008) J. Am. Chem. Soc , vol.130 , pp. 5446-5448
    • Li, X.1    Danishefsky, S.J.2
  • 14
    • 2942567819 scopus 로고    scopus 로고
    • Developments in peptide and amide synthesis. Curr. Opin
    • Albericio, F. Developments in peptide and amide synthesis. Curr. Opin. Chem. Biol. 2004, 8, 211-221.
    • (2004) Chem. Biol , vol.8 , pp. 211-221
    • Albericio, F.1
  • 15
    • 70349967850 scopus 로고    scopus 로고
    • Palladium catalyzed carbonylation reactions of aryl halides and related compounds
    • Brennfuhrer, A.; Neumann, H.; Beller, M. Palladium catalyzed carbonylation reactions of aryl halides and related compounds. Angew. Chem. Int. Ed. 2009, 48, 4114-4133.
    • (2009) Angew. Chem. Int. Ed , vol.48 , pp. 4114-4133
    • Brennfuhrer, A.1    Neumann, H.2    Beller, M.3
  • 16
    • 62449152302 scopus 로고    scopus 로고
    • Amide bond formation: Beyond the myth of coupling reagents
    • Valeur, E.; Bradley, M. Amide bond formation: beyond the myth of coupling reagents. Chem. Soc. Rev. 2009, 38, 606-631.
    • (2009) Chem. Soc. Rev , vol.38 , pp. 606-631
    • Valeur, E.1    Bradley, M.2
  • 17
    • 79959403001 scopus 로고    scopus 로고
    • Metal catalysed apparoaches to amide bond formation
    • Allen, C. L.; Williams, J. M. J. Metal catalysed apparoaches to amide bond formation. Chem. Soc. Rev. 2011, 40, 3405-3415.
    • (2011) Chem. Soc. Rev , vol.40 , pp. 3405-3415
    • Allen, C.L.1    Williams, J.M.J.2
  • 18
    • 78650159570 scopus 로고    scopus 로고
    • Oxidative amide synthesis directly from alcohols and amines
    • Chen, C.; Hong, S. K. Oxidative amide synthesis directly from alcohols and amines. Org. Biomol. Chem. 2011, 9, 20-26.
    • (2011) Org. Biomol. Chem , vol.9 , pp. 20-26
    • Chen, C.1    Hong, S.K.2
  • 19
    • 34547896611 scopus 로고    scopus 로고
    • Direct synthesis of amides from alcohols and amines with liberation of H2
    • Gunanathan, C.; Ben-David, Y.; Milstein, D. Direct synthesis of amides from alcohols and amines with liberation of H2. Science 2007, 317, 790.
    • (2007) Science , vol.317 , pp. 790
    • Gunanathan, C.1    Ben-David, Y.2    Milstein, D.3
  • 20
    • 84985565078 scopus 로고
    • Ruthenium-catalyzed transformations of amino alcohols to lactams
    • Naota, T.; Murahashi, S.-I. Ruthenium-catalyzed transformations of amino alcohols to lactams. Synlett 1991, 693.
    • (1991) Synlett , pp. 693
    • Naota, T.1    Murahashi, S.-I.2
  • 21
    • 58849156514 scopus 로고    scopus 로고
    • Amide synthesis from alcohols and amines by the extrusion of dihydrogen
    • Nordstrøm, L. U.; Vogt, H.; Madsen R. Amide synthesis from alcohols and amines by the extrusion of dihydrogen. J. Am. Chem. Soc. 2008, 130, 17672-17673.
    • (2008) J. Am. Chem. Soc , vol.130 , pp. 17672-17673
    • Nordstrøm, L.U.1    Vogt, H.2    Madsen, R.3
  • 22
    • 67149131860 scopus 로고    scopus 로고
    • Ruthenium-catalyzed oxidation of alcohols into amides
    • Watson, A. J. A.; Maxwell, A. C.; Williams, J. M. J. Ruthenium-catalyzed oxidation of alcohols into amides. Org. Lett. 2009, 11, 2667-2670.
    • (2009) Org. Lett , vol.11 , pp. 2667-2670
    • Watson, A.J.A.1    Maxwell, A.C.2    Williams, J.M.J.3
  • 23
    • 70549112089 scopus 로고    scopus 로고
    • Direct amide synthesis from alcohols and amines by phosphine-free ruthenium catalyst systems
    • Ghosh, S. C.; Muthaiah, S.; Zhang, Y.; Xu, X.; Hong, S. H. Direct amide synthesis from alcohols and amines by phosphine-free ruthenium catalyst systems. Adv. Synth. Catal. 2009, 351, 2643-2649.
    • (2009) Adv. Synth. Catal , vol.351 , pp. 2643-2649
    • Ghosh, S.C.1    Muthaiah, S.2    Zhang, Y.3    Xu, X.4    Hong, S.H.5
  • 24
    • 70349678541 scopus 로고    scopus 로고
    • Direct dehydrogenative amide synthesis from alcohols and amines catalyzed by α -alumina supported silver cluster
    • Shimizu, K.; Ohshima, K.; Satsuma, A. Direct dehydrogenative amide synthesis from alcohols and amines catalyzed by α -alumina supported silver cluster. Chem. Eur. J. 2009, 15, 9977-9980.
    • (2009) Chem. Eur. J , vol.15 , pp. 9977-9980
    • Shimizu, K.1    Ohshima, K.2    Satsuma, A.3
  • 25
    • 77955004660 scopus 로고    scopus 로고
    • Simple RuCl3-catalyzed amide synthesis from alcohols and amines
    • Ghosh, S. C.; Hong, S. H. Simple RuCl3-catalyzed amide synthesis from alcohols and amines. Eur. J. Org. Chem. 2010, 4266-4270.
    • (2010) Eur. J. Org. Chem , pp. 4266-4270
    • Ghosh, S.C.1    Hong, S.H.2
  • 26
    • 77953550949 scopus 로고    scopus 로고
    • Amide synthesis from alcohols and amines catalyzed by ruthenium N-heterocyclic carbene complexes
    • Dam, J. H.; Osztrovszky, G.; Nordstrøm L. U.; Madsen, R. Amide synthesis from alcohols and amines catalyzed by ruthenium N-heterocyclic carbene complexes. Chem. Eur. J. 2010, 16, 6820-6827.
    • (2010) Chem. Eur. J , vol.16 , pp. 6820-6827
    • Dam, J.H.1    Osztrovszky, G.2    Nordstrøm, L.U.3    Madsen, R.4
  • 27
    • 53749095842 scopus 로고    scopus 로고
    • Oxidative amidation of aldehydes and alcohols with primary amines catalyzed by KI-TBHP
    • Reddy, K. R.; Maheswari, C. U.; Venkateshwar, M.; Kantam, M. L. Oxidative amidation of aldehydes and alcohols with primary amines catalyzed by KI-TBHP. Eur. J. Org. Chem. 2008, 3619-3622.
    • (2008) Eur. J. Org. Chem , pp. 3619-3622
    • Reddy, K.R.1    Maheswari, C.U.2    Venkateshwar, M.3    Kantam, M.L.4
  • 28
    • 77951785256 scopus 로고    scopus 로고
    • Direct amide synthesis from either alcohols or aldehydes with amines: Activity of Ru(II) hydride and Ru(0) complexes
    • Muthaiah, S.; Ghosh, S. C.; Jee, J.; Chen, C.; Zhang, J.; Hong, S. H. Direct amide synthesis from either alcohols or aldehydes with amines: activity of Ru(II) hydride and Ru(0) complexes. J. Org. Chem. 2010, 75, 3002-3006.
    • (2010) J. Org. Chem , vol.75 , pp. 3002-3006
    • Muthaiah, S.1    Ghosh, S.C.2    Jee, J.3    Chen, C.4    Zhang, J.5    Hong, S.H.6
  • 29
    • 3042790205 scopus 로고    scopus 로고
    • Synthesis of carboxamides by LDA-catalyzed Haller-Bauer and Cannizzaro reactions
    • Ishihara, K.; Yano, T. Synthesis of carboxamides by LDA-catalyzed Haller-Bauer and Cannizzaro reactions. Org. Lett. 2004, 6, 1983-1986.
    • (2004) Org. Lett , vol.6 , pp. 1983-1986
    • Ishihara, K.1    Yano, T.2
  • 30
    • 33645761829 scopus 로고    scopus 로고
    • Cannizzaro-type disproportionation of aromatic aldehydes to amides and alcohols by using either a stoichiometric amount or a catalytic amount of lanthanide compounds
    • Zhang, L.; Wang, S.; Zhou, S.; Yang, G. Sheng, E. Cannizzaro-type disproportionation of aromatic aldehydes to amides and alcohols by using either a stoichiometric amount or a catalytic amount of lanthanide compounds. J. Org. Chem. 2006, 71, 3149-3153.
    • (2006) J. Org. Chem , vol.71 , pp. 3149-3153
    • Zhang, L.1    Wang, S.2    Zhou, S.3    Yang, G.4    Sheng, E.5
  • 31
    • 33749535893 scopus 로고    scopus 로고
    • Highly efficient oxidative amidation of aldehydes with amine hydrochloride salts
    • Yoo, W.; Li, C. Highly efficient oxidative amidation of aldehydes with amine hydrochloride salts. J. Am. Chem. Soc. 2006, 128, 13064-13065.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 13064-13065
    • Yoo, W.1    Li, C.2
  • 32
    • 34548151822 scopus 로고    scopus 로고
    • Metal-free one-pot oxidative amination of aldehydes to amides
    • Ekoue-Kovi, K.; Wolf, C. Metal-free one-pot oxidative amination of aldehydes to amides. Org. Lett. 2007, 9, 3429-3432.
    • (2007) Org. Lett , vol.9 , pp. 3429-3432
    • Ekoue-Kovi, K.1    Wolf, C.2
  • 33
    • 36149000925 scopus 로고    scopus 로고
    • Nucleophilic carbene and HOAt relay catalysis in an amide bond coupling: An orthogonal peptide bond forming reaction
    • Vora, H. U.; Rovis, T. Nucleophilic carbene and HOAt relay catalysis in an amide bond coupling: an orthogonal peptide bond forming reaction. J. Am. Chem. Soc. 2007, 129, 13796-13797.
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 13796-13797
    • Vora, H.U.1    Rovis, T.2
  • 34
    • 38749107636 scopus 로고    scopus 로고
    • Mild amidation of aldehydes with amines mediated by lanthanide catalysts
    • Seo, S. Y.; Marks, T. J. Mild amidation of aldehydes with amines mediated by lanthanide catalysts. Org. Lett. 2008, 10, 317-319.
    • (2008) Org. Lett , vol.10 , pp. 317-319
    • Seo, S.Y.1    Marks, T.J.2
  • 35
    • 64149119095 scopus 로고    scopus 로고
    • Heterobimetallic lanthanide/sodium phenoxides: Efficient catalysts for amidation of aldehydes with amines
    • Li, J.; Xu, F.; Zhang, Y.; Shen, Q. Heterobimetallic lanthanide/sodium phenoxides: efficient catalysts for amidation of aldehydes with amines. J. Org. Chem. 2009, 74, 2575-2577.
    • (2009) J. Org. Chem , vol.74 , pp. 2575-2577
    • Li, J.1    Xu, F.2    Zhang, Y.3    Shen, Q.4
  • 36
    • 38849089370 scopus 로고    scopus 로고
    • Highly efficient ruthenium(II) porphyrin catalyzed amidation of aldehydes
    • Chang, J. W. W.; Chan, P. W. H. Highly efficient ruthenium(II) porphyrin catalyzed amidation of aldehydes. Angew. Chem. Int. Ed. 2008, 47, 1138-1140.
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 1138-1140
    • Chang, J.W.W.1    Chan, P.W.H.2
  • 37
    • 0037278725 scopus 로고    scopus 로고
    • simple and convenient procedure for the conversion of esters to secondary amides
    • Ranu, B. C.; Dutta, P. A simple and convenient procedure for the conversion of esters to secondary amides. Synth. Commun. 2003, 33, 297-301.
    • (2003) Synth. Commun , vol.33 , pp. 297-301
    • Ranu, B.C.1    Dutta, P.A.2
  • 38
    • 79951542498 scopus 로고    scopus 로고
    • Synthesis of amides from esters and amines with liberation of H2 under neutral conditions
    • Gnanaprakasam, B.; Milstein, D. Synthesis of amides from esters and amines with liberation of H2 under neutral conditions. J. Am. Chem. Soc. 2011, 133, 1682-1685.
    • (2011) J. Am. Chem. Soc , vol.133 , pp. 1682-1685
    • Gnanaprakasam, B.1    Milstein, D.2
  • 39
    • 22244489435 scopus 로고    scopus 로고
    • Catalytic ester-amide exchange using group (IV) metal alkoxide-activator complexes
    • Han, C.; Lee, J. P.; Lobkovsky, E.; Porco, Jr. J. A. Catalytic ester-amide exchange using group (IV) metal alkoxide-activator complexes. J. Am. Chem. Soc. 2005, 127, 10039-10044.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 10039-10044
    • Han, C.1    Lee, J.P.2    Lobkovsky, E.3    Porco, J.A.4
  • 40
    • 0345600241 scopus 로고    scopus 로고
    • Catalytic and regioselective synthesis of gem-or trans-α, β-unsaturated amides by carbonylation of alkyl alkynes with aniline derivatives by palladium(II) and phosphine
    • Ali, B. E.; Tijani, J. Catalytic and regioselective synthesis of gem-or trans-α, β-unsaturated amides by carbonylation of alkyl alkynes with aniline derivatives by palladium(II) and phosphine. Appl. Organometal. Chem. 2003, 17, 921-931.
    • (2003) Appl. Organometal. Chem , vol.17 , pp. 921-931
    • Ali, B.E.1    Tijani, J.2
  • 41
    • 15444364760 scopus 로고    scopus 로고
    • Alkyne carbonylation by radicals: Tin-radical-catalyzed synthesis of α -methylene amides from 1-alkynes, carbon monoxide, and amines
    • Uenoyama, Y.; Fukuyama, T.; Nobuta, O.; Matsubara, H.; Ryu, I. Alkyne carbonylation by radicals: tin-radical-catalyzed synthesis of α -methylene amides from 1-alkynes, carbon monoxide, and amines. Angew. Chem. Int. Ed. 2005, 44, 1075-1078.
    • (2005) Angew. Chem. Int. Ed , vol.44 , pp. 1075-1078
    • Uenoyama, Y.1    Fukuyama, T.2    Nobuta, O.3    Matsubara, H.4    Ryu, I.5
  • 42
    • 33845273790 scopus 로고    scopus 로고
    • Palladium-catalyzed regiospecific aminocarbonylation of alkynes in the ionic liquid [bmim] [Tf2N]
    • Li, Y.; Alper, H.; Yu, Z. Palladium-catalyzed regiospecific aminocarbonylation of alkynes in the ionic liquid [bmim] [Tf2N]. Org. Lett., 2006, 8, 23, 5199-5201.
    • (2006) Org. Lett , vol.8 , Issue.23 , pp. 5199-5201
    • Li, Y.1    Alper, H.2    Yu, Z.3
  • 43
    • 1642412521 scopus 로고    scopus 로고
    • The regio-and stereoselective one-pot catalytic preparation of α-selenyl acrylamides
    • Knapton, D. J.; Meyer, T. Y. The regio-and stereoselective one-pot catalytic preparation of β-selenyl acrylamides. Org. Lett. 2004, 6, 687-689.
    • (2004) Org. Ett , vol.6 , pp. 687-689
    • Knapton, D.J.1    Meyer, T.Y.2
  • 44
    • 28044470302 scopus 로고    scopus 로고
    • Copper-catalyzed hydrative amide synthesis with terminal alkyne, sulfonyl azide, and water
    • Cho, S. H.; Yoo, E. J.; Bae, I.; Chang, S. Copper-catalyzed hydrative amide synthesis with terminal alkyne, sulfonyl azide, and water. J. Am. Chem. Soc. 2005, 127, 16046-16047.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 16046-16047
    • Cho, S.H.1    Yoo, E.J.2    Bae, I.3    Chang, S.4
  • 45
    • 33746191914 scopus 로고    scopus 로고
    • Practical synthesis of amides from in situ generated copper(I) acetylides and sulfonyl azides
    • Cassidy, M. P.; Raushel, J.; Fokin, V. V. Practical synthesis of amides from in situ generated copper(I) acetylides and sulfonyl azides. Angew. Chem. Int. Ed. 2006, 45, 3154-3157.
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 3154-3157
    • Cassidy, M.P.1    Raushel, J.2    Fokin, V.V.3
  • 46
    • 33845201456 scopus 로고    scopus 로고
    • Oxidative amide synthesis and Nterminal β-amino group ligation of peptides in aqueous medium
    • Chan, W.; Ho, C.; Wong, M.; Che, C. M. Oxidative amide synthesis and Nterminal β-amino group ligation of peptides in aqueous medium. J. Am. Chem. Soc. 2006, 128, 14796-14797.
    • (2006) J. Am. Chem. Soc , vol.28 , pp. 14796-14797
    • Chan, W.1    Ho, C.2    Wong, M.3    Che, C.M.4
  • 47
    • 34547193667 scopus 로고    scopus 로고
    • Cobalt-rhodium heterobimetallic nanoparticle-catalyzed synthesis of α, β -unsaturated amides from internal alkynes, amines, and carbon monoxide
    • Park, J. H.; Kim, S. Y.; Kim, S. M.; Chung, Y. K. Cobalt-rhodium heterobimetallic nanoparticle-catalyzed synthesis of α, β -unsaturated amides from internal alkynes, amines, and carbon monoxide. Org. Lett. 2007, 9, 2465-2468.
    • (2007) Org. Lett , vol.9 , pp. 2465-2468
    • Park, J.H.1    Kim, S.Y.2    Kim, S.M.3    Chung, Y.K.4
  • 48
    • 4544274913 scopus 로고    scopus 로고
    • A silver-catalyzed intramolecular amidation of saturated C-H bonds
    • Cui, Y.; He, C. A silver-catalyzed intramolecular amidation of saturated C-H bonds. Angew. Chem. Int. Ed. 2004, 43, 4210-4212.
    • (2004) Angew. Chem. Int. Ed , vol.43 , pp. 4210-4212
    • Cui, Y.1    He, C.2
  • 49
    • 33746071928 scopus 로고    scopus 로고
    • Intermolecular amidation of unactivated sp2 and sp3 C-H bonds via palladium-catalyzed cascade C-H activation/nitrene insertion
    • Thu, H.; Yu, W.; Che, C. Intermolecular amidation of unactivated sp2 and sp3 C-H bonds via palladium-catalyzed cascade C-H activation/nitrene insertion. J. Am. Chem. Soc. 2006, 128, 9048-9049.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 9048-9049
    • Thu, H.1    Yu, W.2    Che, C.3
  • 51
    • 48849100570 scopus 로고    scopus 로고
    • Efficient intermolecular iron-catalyzed amidation of C-H bonds in the presence of Nbromosuccinimide
    • Wang, Z.; Zhang, Y.; Fu, H.; Jiang, Y.; Zhao, Y. Efficient intermolecular iron-catalyzed amidation of C-H bonds in the presence of Nbromosuccinimide. Org. Lett. 2008, 10, 1863-1866.
    • (2008) Org. Lett , vol.10 , pp. 1863-1866
    • Wang, Z.1    Zhang, Y.2    Fu, H.3    Jiang, Y.4    Zhao, Y.5
  • 52
    • 50149096397 scopus 로고    scopus 로고
    • General and efficient copper-catalyzed amidation of saturated C-H bonds using Nhalosuccinimides as the oxidants
    • Liu, X.; Zhang, Y.; Wang, L.; Fu, H.; Jiang, Y.; Zhao, Y. General and efficient copper-catalyzed amidation of saturated C-H bonds using Nhalosuccinimides as the oxidants. J. Org. Chem. 2008, 73, 6207-6212.
    • (2008) J. Org. Chem , vol.73 , pp. 6207-6212
    • Liu, X.1    Zhang, Y.2    Wang, L.3    Fu, H.4    Jiang, Y.5    Zhao, Y.6
  • 53
    • 77953946318 scopus 로고    scopus 로고
    • Umpolung reactivity in amide and peptide synthesis
    • Shen, B.; Makley, D. M.; Johnston, J. N. Umpolung reactivity in amide and peptide synthesis. Nature 2010, 1027-1033.
    • (2010) Nature , pp. 1027-1033
    • Shen, B.1    Makley, D.M.2    Johnston, J.N.3
  • 54
    • 0035958486 scopus 로고    scopus 로고
    • Double carbonylation of aryl iodides with primary amine under atmospheric pressure conditions using the Pd/PPh3/DABCO/THF system
    • Uozumi, Y.; Arii, T.; Watanabe, T. Double carbonylation of aryl iodides with primary amine under atmospheric pressure conditions using the Pd/PPh3/DABCO/THF system. J. Org. Chem. 2001, 66, 5272-5274.
    • (2001) J. Org. Chem , vol.66 , pp. 5272-5274
    • Uozumi, Y.1    Arii, T.2    Watanabe, T.3
  • 55
    • 0035804408 scopus 로고    scopus 로고
    • A novel apparoach for the one-pot preparation of α-amino amides by Pd-catalyzed doble carbohydroamination
    • Lin, Y.; Alper, H. A novel apparoach for the one-pot preparation of α-amino amides by Pd-catalyzed doble carbohydroamination. Angew. Chem. Int. Ed. 2001, 40, 779-781.
    • (2001) Angew. Chem. Int. Ed , vol.40 , pp. 779-781
    • Lin, Y.1    Alper, H.2
  • 56
    • 0036514950 scopus 로고    scopus 로고
    • In situ generation of carbon monoxide from solid molybdenum hexacarbonyl A convenient and fast route to palladium-catalyzed carbonylation reactions
    • Kaiser, N. K.; Hallberg, A.; Larhed, M. In situ generation of carbon monoxide from solid molybdenum hexacarbonyl. A convenient and fast route to palladium-catalyzed carbonylation reactions. J. Comb. Chem. 2002, 4, 109-111.
    • (2002) J. Comb. Chem , vol.4 , pp. 109-111
    • Kaiser, N.K.1    Hallberg, A.2    Larhed, M.3
  • 57
    • 0038337744 scopus 로고    scopus 로고
    • Increasing rates and scope of reactions: Sluggish amines in microwave-heated aminocarbonylation reactions under air
    • Wannberg, J.; Larhed, M. Increasing rates and scope of reactions: sluggish amines in microwave-heated aminocarbonylation reactions under air. J. Org. Chem. 2003, 68, 5750-5753.
    • (2003) J. Org. Chem , vol.68 , pp. 5750-5753
    • Wannberg, J.1    Larhed, M.2
  • 58
    • 23044513118 scopus 로고    scopus 로고
    • Microwave-enhanced aminocarbonylations in water
    • Wu, X.; Larhed, M. Microwave-enhanced aminocarbonylations in water. Org. Lett. 2005, 7, 3327-3329.
    • (2005) Org. Lett , vol.7 , pp. 3327-3329
    • Wu, X.1    Larhed, M.2
  • 59
    • 31544439183 scopus 로고    scopus 로고
    • Microwave-promoted aminocarbonylations of aryl chlorides using Mo(CO)6 as a solid carbon monoxide source
    • Lagerlund, O.; Larhed, M. Microwave-promoted aminocarbonylations of aryl chlorides using Mo(CO)6 as a solid carbon monoxide source. J. Comb. Chem. 2006, 8, 4-6.
    • (2006) J. Comb. Chem , vol.8 , pp. 4-6
    • Lagerlund, O.1    Larhed, M.2
  • 60
    • 33645413206 scopus 로고    scopus 로고
    • Microwave-promoted aminocarbonylation of aryl iodides, aryl bromides, and aryl chlorides in water
    • Wu, X.; Ekegren, J. K.; Larhed, M. Microwave-promoted aminocarbonylation of aryl iodides, aryl bromides, and aryl chlorides in water. Organometallics 2006, 25, 1434-1439.
    • (2006) Organometallics , vol.25 , pp. 1434-1439
    • Wu, X.1    Ekegren, J.K.2    Larhed, M.3
  • 62
    • 33750305619 scopus 로고    scopus 로고
    • Convenient method for the preparation of Weinreb amides via Pd-catalyzed aminocarbonylation of aryl bromides at atmospheric pressure
    • Martinelli, J. R.; Freckmann, D. M. M.; Buchwald, S. L. Convenient method for the preparation of Weinreb amides via Pd-catalyzed aminocarbonylation of aryl bromides at atmospheric pressure. Org. Lett. 2006, 8, 4843-4846.
    • (2006) Org.Lett , vol.8 , pp. 4843-4846
    • Martinelli, J.R.1    Freckmann, D.M.M.2    Buchwald, S.L.3
  • 63
    • 36148950591 scopus 로고    scopus 로고
    • Palladium-catalyzed aminocarbonylation of aryl chlorides at atmospheric pressure: The dual role of sodium phenoxide
    • Martinelli, J. R.; Clark, T. P.; Watson, D. A.; Munday, R. H.; Buchwald, S. L. Palladium-catalyzed aminocarbonylation of aryl chlorides at atmospheric pressure: the dual role of sodium phenoxide. Angew. Chem. Int. Ed. 2007, 46, 8460-8463.
    • Angew. Chem. Int. Ed. 2007 , vol.46 , pp. 8460-8463
    • Martinelli, J.R.1    Clark, T.P.2    Watson, D.A.3    Munday, R.H.4    Buchwald, S.L.5
  • 64
    • 70350714294 scopus 로고    scopus 로고
    • Palladium-catalyzed carbamoylation of aryl halides by tungsten carbonyl amine complex
    • Ren, W.; Yamane, M. Palladium-catalyzed carbamoylation of aryl halides by tungsten carbonyl amine complex. J. Org. Chem. 2009, 74, 8332-8335.
    • (2009) J. Org. Chem , vol.74 , pp. 8332-8335
    • Ren, W.1    Yamane, M.2
  • 65
    • 77951782769 scopus 로고    scopus 로고
    • Carbamoylation of aryl halides by molybdenum or tungsten carbonyl amine complexes
    • Ren, W.; Yamane, M. Carbamoylation of aryl halides by molybdenum or tungsten carbonyl amine complexes. J. Org. Chem. 2010, 75, 3017-3020.
    • (2010) J. Org. Chem , vol.75 , pp. 3017-3020
    • Ren, W.1    Yamane, M.2
  • 66
    • 77949847412 scopus 로고    scopus 로고
    • Microwaveassisted carbonylation and cyclocarbonylation of aryl iodides under ligand free heterogeneous catalysis
    • Salvadori, J.; Balducci, E.; Zaza, S.; Petricci, E.; Taddei, M. Microwaveassisted carbonylation and cyclocarbonylation of aryl iodides under ligand free heterogeneous catalysis. J. Org. Chem. 2010, 75, 1841-1847.
    • (2010) J. Org. Chem , vol.75 , pp. 1841-1847
    • Salvadori, J.1    Balducci, E.2    Zaza, S.3    Petricci, E.4    Taddei, M.5
  • 68
    • 0036260219 scopus 로고    scopus 로고
    • Catalytic one-pot synthesis of N-phenyl alkyl amides from alkene and aniline in the presence of cobalt on charcoal under carbon monoxide
    • Lee, S. I.; Son, S. U.; Chung, Y. K. Catalytic one-pot synthesis of N-phenyl alkyl amides from alkene and aniline in the presence of cobalt on charcoal under carbon monoxide. Chem. Commun. 2002, 1310-1311.
    • (2002) Chem. Commun , pp. 1310-1311
    • Lee, S.I.1    Son, S.U.2    Chung, Y.K.3
  • 69
    • 33749531743 scopus 로고    scopus 로고
    • Hydrogen-bond-directed highly stereoselective synthesis of Z-enamides via Pd-catalyzed oxidative amidation of conjugated olefins
    • Lee, J. M.; Ahn, D.; Jung, D. Y.; Lee, J.; Do, Y.; Kim, S. K.; Chang, S. Hydrogen-bond-directed highly stereoselective synthesis of Z-enamides via Pd-catalyzed oxidative amidation of conjugated olefins. J. Am. Chem. Soc. 2006, 128, 12954-12962.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 12954-12962
    • Lee, J.M.1    Ahn, D.2    Jung, D.Y.3    Lee, J.4    Do, Y.5    Kim, S.K.6    Chang, S.7
  • 70
    • 33846972345 scopus 로고    scopus 로고
    • Copper-catalyzed double N-alkenylation of amides: An efficient synthesis of di-or trisubstituted N-acylpyrroles
    • Yuan, X.; Xu, X.; Zhou, X.; Yuan, J.; Mai, L.; Li, Y. Copper-catalyzed double N-alkenylation of amides: an efficient synthesis of di-or trisubstituted N-acylpyrroles. J. Org. Chem. 2007, 72, 1510-1513.
    • (2007) J. Org. Chem , vol.72 , pp. 1510-1513
    • Yuan, X.1    Xu, X.2    Zhou, X.3    Yuan, J.4    Mai, L.5    Li, Y.6
  • 71
    • 33947122173 scopus 로고    scopus 로고
    • Nickel-catalyzed synthesis of acrylamides from α-olefins and isocyanates
    • Schleicher, K. D.; Jamison, T. F. Nickel-catalyzed synthesis of acrylamides from α-olefins and isocyanates. Org. Lett. 2007, 9, 875-878.
    • (2007) Org. Lett , vol.9 , pp. 875-878
    • Schleicher, K.D.1    Jamison, T.F.2
  • 72
    • 0036293365 scopus 로고    scopus 로고
    • Totally selective dry microwave assisted amide synthesis by hydration of nitrile using silica supported MnO2 reagent
    • Khadilkar, B. M.; Madyar, V. R. Totally selective dry microwave assisted amide synthesis by hydration of nitrile using silica supported MnO2 reagent. Synth. Commun. 2002, 32, 1731-1734.
    • (2002) Synth. Commun , vol.32 , pp. 1731-1734
    • Khadilkar, B.M.1    Madyar, V.R.2
  • 73
    • 0037272673 scopus 로고    scopus 로고
    • Facile hydration of nitriles into amides by Al2O3/MeSO3H (AMA)
    • Sharghi, H.; Sarvari, M. H. A Facile hydration of nitriles into amides by Al2O3/MeSO3H (AMA). Synth. Commun. 2003, 33, 207-212.
    • (2003) Synth. Commun , vol.33 , pp. 207-212
    • Sharghi, H.1    Sarvari, M.H.A.2
  • 74
    • 0037451074 scopus 로고    scopus 로고
    • Organometallic chemistry in aqueous solution. hydration of nitriles to amides catalyzed by a water-soluble molybdocene, (MeCp)2Mo(OH)(H2O)+
    • Breno, K. L.; Pluth, M. D.; Tyler, D. R. Organometallic chemistry in aqueous solution. hydration of nitriles to amides catalyzed by a water-soluble molybdocene, (MeCp)2Mo(OH)(H2O)+. Organometallics 2003, 22, 1203-1211.
    • (2003) Organometallics , vol.22 , pp. 1203-1211
    • Breno, K.L.1    Pluth, M.D.2    Tyler, D.R.3
  • 75
    • 1842452634 scopus 로고    scopus 로고
    • Platinum-catalyzed selective hydration of hindered nitriles and nitriles with acid-or basesensitive groups
    • Jiang, X.; Minnaard, A. J.; Feringa, B. L.; de Vries, J. G. Platinum-catalyzed selective hydration of hindered nitriles and nitriles with acid-or basesensitive groups. J. Org. Chem. 2004, 69, 2327-2331.
    • (2004) J. Org. Chem , vol.69 , pp. 2327-2331
    • Jiang, X.1    Minnaard, A.J.2    Feringa, B.L.3    de Vries, J.G.4
  • 77
    • 4544239197 scopus 로고    scopus 로고
    • Efficient hydration of nitriles to amides in water, catalyzed by ruthenium hydroxide supported on alumina
    • Yamaguchi, K.; Matsushita, M.; Mizuno, N. Efficient hydration of nitriles to amides in water, catalyzed by ruthenium hydroxide supported on alumina. Angew. Chem. Int. Ed. 2004, 43, 1576-1580.
    • (2004) Angew. Chem. Int. Ed , vol.43 , pp. 1576-1580
    • Yamaguchi, K.1    Matsushita, M.2    Mizuno, N.3
  • 78
    • 69749109838 scopus 로고    scopus 로고
    • Gold activation of nitriles: Catalytic hydration to amides
    • Ramon, R. S.; Marion, N.; Nolan, S. P. Gold activation of nitriles: catalytic hydration to amides. Chem. Eur. J. 2009, 15, 8695-8697.
    • (2009) Chem. Eur. J , vol.15 , pp. 8695-8697
    • Ramon, R.S.1    Marion, N.2    Nolan, S.P.3
  • 79
    • 44049100990 scopus 로고    scopus 로고
    • RhI-catalyzed hydration of organonitriles under ambient conditions
    • Goto, A.; Endo, K.; Saito, S. RhI-catalyzed hydration of organonitriles under ambient conditions. Angew. Chem. Int. Ed. 2008, 47, 3607-3609.
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 3607-3609
    • Goto, A.1    Endo, K.2    Saito, S.3
  • 80
    • 72849113087 scopus 로고    scopus 로고
    • Anhydrous hydration of nitriles to amides using aldoximes as the water source
    • Lee, J.; Kim, M.; Chang, S.; Lee, H. Anhydrous hydration of nitriles to amides using aldoximes as the water source. Org. Lett. 2009, 11, 5598-5601.
    • (2009) Org. Lett , vol.11 , pp. 5598-5601
    • Lee, J.1    Kim, M.2    Chang, S.3    Lee, H.4
  • 82
    • 0000045680 scopus 로고    scopus 로고
    • Rhodium-catalyzed Beckmann rearrangement
    • Arisawa, M.; Yamaguchi, M. Rhodium-catalyzed Beckmann rearrangement. Org. Lett. 2001, 3, 311-312.
    • (2001) Org. Lett , vol.3 , pp. 311-312
    • Arisawa, M.1    Yamaguchi, M.2
  • 83
    • 61849170679 scopus 로고    scopus 로고
    • Terpyridine ruthenium-catalyzed one-pot conversion of aldehydes into amides
    • Gnanamgari, D.; Crabtree, R. H. Terpyridine ruthenium-catalyzed one-pot conversion of aldehydes into amides. Organometallics 2009, 28, 922-924.
    • (2009) Organometallics , vol.28 , pp. 922-924
    • Gnanamgari, D.1    Crabtree, R.H.2
  • 84
    • 1542332371 scopus 로고    scopus 로고
    • A novel task-specific ionic liquid for Beckmann rearrangement: A simple and effective way for product separation
    • Gui, J.; Deng, Y.; Hua, Z.; Sun, Z. A novel task-specific ionic liquid for Beckmann rearrangement: a simple and effective way for product separation. Tetrahedron Lett. 2004, 45, 2681-2683.
    • (2004) Tetrahedron Lett , vol.45 , pp. 2681-2683
    • Gui, J.1    Deng, Y.2    Hua, Z.3    Sun, Z.4
  • 85
    • 34250175450 scopus 로고    scopus 로고
    • Mercury-catalyzed rearrangement of ketoximes into amides and lactams in acetonitrile
    • Ramalingan, C.; Park, Y. Mercury-catalyzed rearrangement of ketoximes into amides and lactams in acetonitrile. J. Org. Chem. 2007, 72, 4536-4538.
    • (2007) J. Org. Chem , vol.72 , pp. 4536-4538
    • Ramalingan, C.1    Park, Y.2
  • 86
    • 0041666657 scopus 로고    scopus 로고
    • Rh-catalyzed one-pot and practical transformation of aldoximes to amides
    • Park, S.; Choi, Y.; Han, H.; Yang, S. H.; Chang, S. Rh-catalyzed one-pot and practical transformation of aldoximes to amides. Chem. Commun. 2003, 1936-1937.
    • (2003) Chem. Commun , pp. 1936-1937
    • Park, S.1    Choi, Y.2    Han, H.3    Yang, S.H.4    Chang, S.5
  • 87
    • 34447298662 scopus 로고    scopus 로고
    • A one-pot synthesis of primary amides from aldoximes or aldehydes in water in the presence of a supported rhodium catalyst
    • Fujiwara, H.; Ogasawara, Y.; Yamaguchi, K.; Mizuno, N. A one-pot synthesis of primary amides from aldoximes or aldehydes in water in the presence of a supported rhodium catalyst. Angew. Chem. Int. Ed. 2007, 46, 5202-5205.
    • (2007) Angew. Chem. Int. Ed , vol.46 , pp. 5202-5205
    • Fujiwara, H.1    Ogasawara, Y.2    Yamaguchi, K.3    Mizuno, N.4
  • 88
    • 33846406900 scopus 로고    scopus 로고
    • Highly efficient rutheniumcatalyzed oxime to amide rearrangement
    • Owston, N. A.; Parker, A. J.; Williams, J. M. J. Highly efficient rutheniumcatalyzed oxime to amide rearrangement. Org. Lett. 2007, 9, 73-75.
    • (2007) Org. Lett , vol.9 , pp. 73-75
    • Owston, N.A.1    Parker, A.J.2    Williams, J.M.J.3
  • 89
    • 34548529740 scopus 로고    scopus 로고
    • Highly efficient rutheniumcatalyzed oxime to amide rearrangement
    • Owston, N. A.; Parker, A. J.; Williams, J. M. J. Highly efficient rutheniumcatalyzed oxime to amide rearrangement. Org. Lett. 2007, 9, 3599-3601.
    • (2007) Org. Lett , vol.9 , pp. 3599-3601
    • Owston, N.A.1    Parker, A.J.2    Williams, J.M.J.3
  • 90
    • 68949163947 scopus 로고    scopus 로고
    • Significant self-acceleration effects of nitrile additives in the rhodium-catalyzed conversion of aldoximes to amides: A new mechanistic aspect
    • Kim, M.; Lee, J.; Lee, H.; Chang, S. Significant self-acceleration effects of nitrile additives in the rhodium-catalyzed conversion of aldoximes to amides: a new mechanistic aspect. Adv. Synth. Catal. 2009, 351, 1807-1812.
    • (2009) Adv. Synth. Catal , vol.351 , pp. 1807-1812
    • Kim, M.1    Lee, J.2    Lee, H.3    Chang, S.4
  • 92
    • 33646152127 scopus 로고    scopus 로고
    • Mechanism of AlIII-catalyzed transamidation of unactivated secondary carboxamides
    • Hoerter, J. M.; Otte, K. M.; Gellman, S. H.; Stahl, S. S. Mechanism of AlIII-catalyzed transamidation of unactivated secondary carboxamides. J. Am. Chem. Soc. 2006, 128, 5177-5183.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 5177-5183
    • Hoerter, J.M.1    Otte, K.M.2    Gellman, S.H.3    Stahl, S.S.4
  • 94
    • 41449117458 scopus 로고    scopus 로고
    • Discovery and mechanistic study of AlIII-catalyzed transamidation of tertiary amides
    • Hoerter, J. M.; Otte, K. M.; Gellman, S. H.; Cui, Q.; Stahl, S. S. Discovery and mechanistic study of AlIII-catalyzed transamidation of tertiary amides. J. Am. Chem. Soc. 2008, 130, 647-654.
    • (2008) J. Am. Chem. Soc , vol.130 , pp. 647-654
    • Hoerter, J.M.1    Otte, K.M.2    Gellman, S.H.3    Cui, Q.4    Stahl, S.S.5
  • 95
    • 67651208251 scopus 로고    scopus 로고
    • Catalytic transamidation reactions compatible with tertiary amide metathesis under ambient conditions
    • Stephenson, N. A.; Zhu, J.; Gellman, S. H.; Stahl, S. S. Catalytic transamidation reactions compatible with tertiary amide metathesis under ambient conditions. J. Am. Chem. Soc. 2009, 131, 10003-10008.
    • (2009) J. Am. Chem. Soc , vol.131 , pp. 10003-10008
    • Stephenson, N.A.1    Zhu, J.2    Gellman, S.H.3    Stahl, S.S.4
  • 96
    • 1642298324 scopus 로고    scopus 로고
    • Synthesis of medium ring nitrogen heterocycles via a tandem copper-catalyzed C α N bond formation-ring-expansion process
    • Klapars, A.; Parris, S.; Anderson, K. W.; Buchwald, S. L. Synthesis of medium ring nitrogen heterocycles via a tandem copper-catalyzed C α N bond formation-ring-expansion process. J. Am. Chem. Soc. 2004, 126, 3529-3533.
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 3529-3533
    • Klapars, A.1    Parris, S.2    Anderson, K.W.3    Buchwald, S.L.4
  • 97
    • 10744233862 scopus 로고    scopus 로고
    • Unprecedented intermolecular transamidation reaction of N-carbamoylmethyl-N'-tosylguanidines
    • Lasri, J.; Gonzalez-Rosende, M. E.;Sepulveda-Arques, J. Unprecedented intermolecular transamidation reaction of N-carbamoylmethyl-N'-tosylguanidines. Org. Lett. 2003, 5, 3851-3853.
    • (2003) Org. Lett , vol.5 , pp. 3851-3853
    • Lasri, J.1    Gonzalez-Rosende, M.E.2    Sepulveda-Arques, J.3
  • 98
    • 12444333501 scopus 로고    scopus 로고
    • The consecutive [2+2] cycloaddition-ring expansion route to diastereomeric 1,4-diazepin-5-ones from iminoketenimines. Alternative intramolecular transamidation of α-lactams
    • Alajarin, M.; Vidal, A.; Tovar, F. The consecutive [2+2] cycloaddition-ring expansion route to diastereomeric 1,4-diazepin-5-ones from iminoketenimines. Alternative intramolecular transamidation of α-lactams. Tetrahedron 2005, 61, 1531-1537.
    • (2005) Tetrahedron , vol.61 , pp. 1531-1537
    • Alajarin, M.1    Vidal, A.2    Tovar, F.3
  • 99
    • 33845581202 scopus 로고    scopus 로고
    • Efficient Transamidation of Primary Carboxamides by in Situ Activation with N,N-Dialkylformamide Dimethyl Acetals
    • Dineen, T. A.; Zajac, M. A.; Myers, A. G. Efficient Transamidation of Primary Carboxamides by in Situ Activation with N,N-Dialkylformamide Dimethyl Acetals. J. Am. Chem. Soc. 2006, 128, 16406-16409.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 16406-16409
    • Dineen, T.A.1    Zajac, M.A.2    Myers, A.G.3
  • 100
    • 0038788894 scopus 로고    scopus 로고
    • The reaction of thio acids with azides: A new mechanism and new synthetic applications
    • Shangguan, N.; Katukojvala, S.; Greenberg, R.; Williams, L. J. The reaction of thio acids with azides: a new mechanism and new synthetic applications. J. Am. Chem. Soc. 2003, 125, 7754-7755.
    • (2003) J. Am. Chem. Soc , vol.125 , pp. 7754-7755
    • Shangguan, N.1    Katukojvala, S.2    Greenberg, R.3    Williams, L.J.4
  • 101
    • 33744757356 scopus 로고    scopus 로고
    • A general approach to the coupling of organoindium reagents with imines via copper catalysis
    • Black, D. A.; Arndtsen, B. A general approach to the coupling of organoindium reagents with imines via copper catalysis. Org. Lett. 2006, 8, 1991-1993.
    • (2006) Org. Lett , vol.8 , pp. 1991-1993
    • Black, D.A.1    Arndtsen, B.2
  • 102
    • 79955594754 scopus 로고    scopus 로고
    • Facile amide bond formation from carboxylic acids and isocyanates
    • Sasaki, K.; Crich, D. Facile amide bond formation from carboxylic acids and isocyanates. Org. Lett. 2011, 13, 2256-2259.
    • (2011) Org. Lett , vol.13 , pp. 2256-2259
    • Sasaki, K.1    Crich, D.2


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