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Volumn 37, Issue 19, 2007, Pages 3359-3366

Pd/C: A recyclable catalyst for cyanation of aryl halides with K4[Fe(CN)6]

Author keywords

Aryl halides; Cyanation; Pd C; Potassium hexacyanoferrate(II)

Indexed keywords

ALKALI; CARBON; CYANIDE; HALIDE; LIGAND; NITRILE; PALLADIUM; POTASSIUM FERRICYANIDE;

EID: 35148828250     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910701490212     Document Type: Article
Times cited : (16)

References (55)
  • 1
    • 0001311813 scopus 로고    scopus 로고
    • Liu, K. C.; Howe, R. K. 3′-Arylspiro[isobenzofuran-1(3H), 5′(4′H)-isoxazol]-3-ones and their conversion to 2-(3-arylisoxazol-5-yl)benzoates. J. Org. Chem. 1983, 48, 4590;
    • (a) Liu, K. C.; Howe, R. K. 3′-Arylspiro[isobenzofuran-1(3H), 5′(4′H)-isoxazol]-3-ones and their conversion to 2-(3-arylisoxazol-5-yl)benzoates. J. Org. Chem. 1983, 48, 4590;
  • 2
    • 0023688895 scopus 로고
    • Biomimetic syntheses of pretetramides. 2. A synthetic route based on a preformed D ring
    • (b) Harris, T. M.; Harris, C. M.; Oster, T. A.; Brown, L. E., Jr.; Lee, J. Y. C. Biomimetic syntheses of pretetramides. 2. A synthetic route based on a preformed D ring. J. Am. Chem. Soc. 1988, 110, 6180.
    • (1988) J. Am. Chem. Soc , vol.110 , pp. 6180
    • Harris, T.M.1    Harris, C.M.2    Oster, T.A.3    Brown Jr., L.E.4    Lee, J.Y.C.5
  • 4
    • 0001990239 scopus 로고
    • Cyanation of aromatic halides
    • and references cited therein
    • Ellis, G. P.; Romey-Alexander, T. M. Cyanation of aromatic halides. Chem. Rev. 1987, 87, 779, and references cited therein.
    • (1987) Chem. Rev , vol.87 , pp. 779
    • Ellis, G.P.1    Romey-Alexander, T.M.2
  • 5
    • 0142183726 scopus 로고
    • Ueber die ersetzung der amid-gruppe durch chlor, brom und cyan in den aromatischen substanzen
    • (a) Sandmeyer, T. Ueber die ersetzung der amid-gruppe durch chlor, brom und cyan in den aromatischen substanzen. Chem. Ber 1984, 17, 2650;
    • (1984) Chem. Ber , vol.17 , pp. 2650
    • Sandmeyer, T.1
  • 6
    • 0142152662 scopus 로고
    • Ueberführung der drei nitraniline in die nitrobenzoësäuren
    • (b) Sandmeyer, T. Ueberführung der drei nitraniline in die nitrobenzoësäuren. Chem. Ber. 1885, 18, 1492;
    • (1885) Chem. Ber , vol.18 , pp. 1492
    • Sandmeyer, T.1
  • 7
    • 84887667027 scopus 로고
    • Ueberführung der drei amidobenzoësäuren in die phtalsäuren
    • (c) Sandmeyer, T. Ueberführung der drei amidobenzoësäuren in die phtalsäuren. Chem. Ber. 1885, 18, 1496.
    • (1885) Chem. Ber , vol.18 , pp. 1496
    • Sandmeyer, T.1
  • 8
    • 57249092618 scopus 로고    scopus 로고
    • Eco-friendly synthesis of p-nitrobenzonitrile by heterogeneously catalysed gas phase ammoxidation
    • Martin, A.; Kalevaru, N. V.; Lucke, B.; Sans, J. Eco-friendly synthesis of p-nitrobenzonitrile by heterogeneously catalysed gas phase ammoxidation. Green Chem. 2002, 4, 481.
    • (2002) Green Chem , vol.4 , pp. 481
    • Martin, A.1    Kalevaru, N.V.2    Lucke, B.3    Sans, J.4
  • 10
    • 0037433554 scopus 로고    scopus 로고
    • Copper-catalyzed domino halide exchange-cyanation of aryl bromides
    • (b) Zanon, J.; Klapars, A.; Buchwald, S. L. Copper-catalyzed domino halide exchange-cyanation of aryl bromides. J. Am. Chem. Soc. 2003, 125, 2890.
    • (2003) J. Am. Chem. Soc , vol.125 , pp. 2890
    • Zanon, J.1    Klapars, A.2    Buchwald, S.L.3
  • 11
    • 85152988540 scopus 로고    scopus 로고
    • For the palladium-catalyzed cyanation of aryl halides, see (a) Sundermeier, M.; Zapf, A.; Beller, M. Palladium-catalyzed cyanation of aryl halides: Recent developments and perspectives. Eur. J. Inorg. Chem. 2003, 3513, and references cited therein;
    • For the palladium-catalyzed cyanation of aryl halides, see (a) Sundermeier, M.; Zapf, A.; Beller, M. Palladium-catalyzed cyanation of aryl halides: Recent developments and perspectives. Eur. J. Inorg. Chem. 2003, 3513, and references cited therein;
  • 12
    • 0038341787 scopus 로고    scopus 로고
    • Microwave-promoted Pd-catalyzed cyanation of aryl triflates: A fast and versatile access to 3-Cyano-3-desoxy-10- ketomorphinans
    • (b) Zhang, A.; Neumeyer, J. L. Microwave-promoted Pd-catalyzed cyanation of aryl triflates: A fast and versatile access to 3-Cyano-3-desoxy-10- ketomorphinans. Org. Lett. 2003, 5, 201;
    • (2003) Org. Lett , vol.5 , pp. 201
    • Zhang, A.1    Neumeyer, J.L.2
  • 13
    • 1642578967 scopus 로고    scopus 로고
    • A robust palladium-catalyzed cyanation procedure: Beneficial effect of zinc acetate
    • (c) Chidambaram, R. A robust palladium-catalyzed cyanation procedure: beneficial effect of zinc acetate. Tetrahedron Lett. 2004, 45, 1441;
    • (2004) Tetrahedron Lett , vol.45 , pp. 1441
    • Chidambaram, R.1
  • 14
    • 7044233533 scopus 로고    scopus 로고
    • An investigation into causes and effects of high cyanide levels in the palladium-catalyzed cynation reaction
    • (d) Marcantonio, K. M.; Frey, L. F.; Liu, Y.; Chen, Y.; Strine, J.; Phenix, B.; Wallace, D. J.; Chen, C. Y. An investigation into causes and effects of high cyanide levels in the palladium-catalyzed cynation reaction. Org. Lett. 2004, 6, 3723;
    • (2004) Org. Lett , vol.6 , pp. 3723
    • Marcantonio, K.M.1    Frey, L.F.2    Liu, Y.3    Chen, Y.4    Strine, J.5    Phenix, B.6    Wallace, D.J.7    Chen, C.Y.8
  • 15
    • 7444226824 scopus 로고    scopus 로고
    • Application of polymer-supported triphenyl phosphine in the palladium-catalyzed cyanation reaction under microwave conditions
    • (e) Collibee, S. E.; Strivastava, R. R. Application of polymer-supported triphenyl phosphine in the palladium-catalyzed cyanation reaction under microwave conditions. Tetrahedron Lett. 2004, 45, 8895;
    • (2004) Tetrahedron Lett , vol.45 , pp. 8895
    • Collibee, S.E.1    Strivastava, R.R.2
  • 16
    • 3142727783 scopus 로고    scopus 로고
    • Potassium hexacyanoferrate(II) - a new cyanating agent for the palladium-catalyzed cyanation of aryl halides
    • (f) Schareina, T.; Zapf, A.; Beller, M. Potassium hexacyanoferrate(II) - a new cyanating agent for the palladium-catalyzed cyanation of aryl halides. Chem. Commun. 2004, 1388;
    • (2004) Chem. Commun , pp. 1388
    • Schareina, T.1    Zapf, A.2    Beller, M.3
  • 17
    • 4444260485 scopus 로고    scopus 로고
    • Palladium-catalyzed cyanation of aryl bromides promoted by low-level organotin compounds
    • (g) Williams, J. M.; Yang, C. Y. Palladium-catalyzed cyanation of aryl bromides promoted by low-level organotin compounds. Org. Lett. 2004, 6, 2837;
    • (2004) Org. Lett , vol.6 , pp. 2837
    • Williams, J.M.1    Yang, C.Y.2
  • 18
    • 9944257876 scopus 로고    scopus 로고
    • Improving palladium-catalyzed cyanation of aryl halides: Development of a state-of-the-art methodology using potassium hexacyanoferrate(II) as cyanating agent
    • (h) Schareina, T.; Zapf, A.; Beller, M. Improving palladium-catalyzed cyanation of aryl halides: development of a state-of-the-art methodology using potassium hexacyanoferrate(II) as cyanating agent. J. Organomet. Chem. 2004, 689, 4576;
    • (2004) J. Organomet. Chem , vol.689 , pp. 4576
    • Schareina, T.1    Zapf, A.2    Beller, M.3
  • 19
    • 13944249597 scopus 로고    scopus 로고
    • Statistical experimental design-driven discovery of room-temperature conditions for palladium-catalyzed cyanation of aryl bromides
    • (i) Stazi, F.; Palmisano, G.; Turconi, M.; Stantagostino, M. Statistical experimental design-driven discovery of room-temperature conditions for palladium-catalyzed cyanation of aryl bromides. Tetrahedron Lett. 2005, 46, 1815;
    • (2005) Tetrahedron Lett , vol.46 , pp. 1815
    • Stazi, F.1    Palmisano, G.2    Turconi, M.3    Stantagostino, M.4
  • 20
    • 24344470125 scopus 로고    scopus 로고
    • A practical synthesis of highly functionalized aryl nitriles through cyanation of aryl bromides employing heterogeneous Pd/C: In quest of an industrially viable process
    • (j) Hatsuda, M.; Seki, M. A practical synthesis of highly functionalized aryl nitriles through cyanation of aryl bromides employing heterogeneous Pd/C: in quest of an industrially viable process. Tetrahedron 2005, 61, 9908;
    • (2005) Tetrahedron , vol.61 , pp. 9908
    • Hatsuda, M.1    Seki, M.2
  • 21
    • 13944260543 scopus 로고    scopus 로고
    • A practical synthesis of highly functionalized aryl nitriles through cyanation of aryl bromides employing heterogeneous Pd/C
    • (k) Hatsuda, M.; Seki, M. A practical synthesis of highly functionalized aryl nitriles through cyanation of aryl bromides employing heterogeneous Pd/C. Tetrahedron Lett. 2005, 46, 1849;
    • (2005) Tetrahedron Lett , vol.46 , pp. 1849
    • Hatsuda, M.1    Seki, M.2
  • 22
    • 27744570429 scopus 로고    scopus 로고
    • A convenient procedure for palladium catalyzed cyanation using a unique bidentate phosphorus ligand
    • (l) Jensen, M. L.; Gajare, A. S.; Toyota, K.; Yoshijuji, M.; Ozawa, F. A convenient procedure for palladium catalyzed cyanation using a unique bidentate phosphorus ligand. Tetrahedron Lett. 2005, 46, 8645;
    • (2005) Tetrahedron Lett , vol.46 , pp. 8645
    • Jensen, M.L.1    Gajare, A.S.2    Toyota, K.3    Yoshijuji, M.4    Ozawa, F.5
  • 23
    • 33645807187 scopus 로고    scopus 로고
    • A facile microwave-assisted palladium-catalyzed cyanation of aryl chlorides
    • (m) Lin, L. S.; Fors, B. P.; Chobanian, H. R. A facile microwave-assisted palladium-catalyzed cyanation of aryl chlorides. Tetrahedron Lett. 2006, 47, 3303;
    • (2006) Tetrahedron Lett , vol.47 , pp. 3303
    • Lin, L.S.1    Fors, B.P.2    Chobanian, H.R.3
  • 24
    • 33646457044 scopus 로고    scopus 로고
    • Optimisation and scale-up of microwave assisted cyanation
    • (n) Whittall, J.; Cormack, P. M.; Pitts, W. R. Optimisation and scale-up of microwave assisted cyanation. Tetrahedron 2006, 62, 4705;
    • (2006) Tetrahedron , vol.62 , pp. 4705
    • Whittall, J.1    Cormack, P.M.2    Pitts, W.R.3
  • 25
    • 33646447201 scopus 로고    scopus 로고
    • Novel trans-spanned palladium complexes as efficient catalysts in mild and amine-free cyanation of aryl bromides under air
    • (o) Gelman, D.; Grossman, O. Novel trans-spanned palladium complexes as efficient catalysts in mild and amine-free cyanation of aryl bromides under air. Org. Lett. 2006, 8, 1189;
    • (2006) Org. Lett , vol.8 , pp. 1189
    • Gelman, D.1    Grossman, O.2
  • 26
    • 33748275848 scopus 로고    scopus 로고
    • An environmentally benign procedure for the synthesis of aryl and arylvinyl nitriles assisted by microwave in ionic liquid
    • (p) Li, L.-H.; Pan, Z.-L.; Liang, Y.-M. An environmentally benign procedure for the synthesis of aryl and arylvinyl nitriles assisted by microwave in ionic liquid. Synlett 2006, 2094.
    • (2006) Synlett , pp. 2094
    • Li, L.-H.1    Pan, Z.-L.2    Liang, Y.-M.3
  • 27
    • 0002756370 scopus 로고
    • A new nickel-catalyzed synthesis of aromatic nitriles
    • For the nickel-catalyzed cyanation of aryl halides, see a
    • For the nickel-catalyzed cyanation of aryl halides, see (a) Cassar, L. A new nickel-catalyzed synthesis of aromatic nitriles. J. Organomet. Chem. 1973, 54, C57;
    • (1973) J. Organomet. Chem , vol.54
    • Cassar, L.1
  • 28
    • 0001268071 scopus 로고
    • Phase-transfer catalysis in the nickel-catalyzed cyanation of aryl halides
    • (b) Cassar, L.; Foà, M.; Montanari, F.; Marinelli, G. P. Phase-transfer catalysis in the nickel-catalyzed cyanation of aryl halides. J. Organomet. Chem. 1979, 173, 335;
    • (1979) J. Organomet. Chem , vol.173 , pp. 335
    • Cassar, L.1    Foà, M.2    Montanari, F.3    Marinelli, G.P.4
  • 29
    • 35148884027 scopus 로고
    • The cyanation of aromatic halides catalyzed by Nickel(0) complexes generated in situ. I. General scope and limitations
    • (c) Sakaibara, Y.; Okuda, F.; Shimoyabashi, A.; Kirino, K.; Sakai, M.; Uchino, N.; Takagi, K. The cyanation of aromatic halides catalyzed by Nickel(0) complexes generated in situ. I. General scope and limitations. Bull. Chem. Soc. Jpn. 1988, 61, 1985;
    • (1985) Bull. Chem. Soc. Jpn , vol.1988 , pp. 61
    • Sakaibara, Y.1    Okuda, F.2    Shimoyabashi, A.3    Kirino, K.4    Sakai, M.5    Uchino, N.6    Takagi, K.7
  • 30
    • 0000696982 scopus 로고
    • The cyanation of aromatic halides catalyzed by Nickel(0) complexes generated in situ. II. The cyanation of heteroaromatic halides
    • (d) Sakaibara, Y.; Okuda, F.; Shimoyabashi, A.; Ido, Y.; Sakai, K.; Sakai, M.; Uchino, N. The cyanation of aromatic halides catalyzed by Nickel(0) complexes generated in situ. II. The cyanation of heteroaromatic halides. Bull. Chem. Soc. Jpn. 1993, 66, 2776;
    • (1993) Bull. Chem. Soc. Jpn , vol.66 , pp. 2776
    • Sakaibara, Y.1    Okuda, F.2    Shimoyabashi, A.3    Ido, Y.4    Sakai, K.5    Sakai, M.6    Uchino, N.7
  • 31
    • 0000073247 scopus 로고
    • Aryl mesylates in metal catalyzed homoand cross-coupling reactions. 4. Scope and limitations of aryl mesylates in nickel catalyzed cross-coupling reactions
    • (e) Percec, V.; Bae, J.-Y.; Hill, D. H. Aryl mesylates in metal catalyzed homoand cross-coupling reactions. 4. Scope and limitations of aryl mesylates in nickel catalyzed cross-coupling reactions. J. Org. Chem. 1995, 60, 6895;
    • (1995) J. Org. Chem , vol.60 , pp. 6895
    • Percec, V.1    Bae, J.-Y.2    Hill, D.H.3
  • 32
    • 0242491861 scopus 로고    scopus 로고
    • Rapid, easy cyanation of aryl bromides and chlorides using nickel salts in conjunction with microwave promotion
    • (f) Leadbeater, N. E.; Arvela, R. K. Rapid, easy cyanation of aryl bromides and chlorides using nickel salts in conjunction with microwave promotion. J. Org. Chem. 2003, 68, 9122.
    • (2003) J. Org. Chem , vol.68 , pp. 9122
    • Leadbeater, N.E.1    Arvela, R.K.2
  • 33
    • 15244342435 scopus 로고    scopus 로고
    • An environmentally benign procedure for the Cu-catalyzed cyanation of aryl bromides
    • Schareina, T.; Zapf, A.; Beller, M. An environmentally benign procedure for the Cu-catalyzed cyanation of aryl bromides. Tetrahedron Lett. 2005, 46, 2585.
    • (2005) Tetrahedron Lett , vol.46 , pp. 2585
    • Schareina, T.1    Zapf, A.2    Beller, M.3
  • 34
    • 0034832488 scopus 로고    scopus 로고
    • Heck reaction catalyzed by Pd-modified zeolities
    • (a) Djakovith, L.; Koehler, K. Heck reaction catalyzed by Pd-modified zeolities. J. Am. Chem. Soc. 2001, 123, 5990;
    • (2001) J. Am. Chem. Soc , vol.123 , pp. 5990
    • Djakovith, L.1    Koehler, K.2
  • 35
    • 3142613268 scopus 로고    scopus 로고
    • In situ generation of highly active dissolved palladium species from solid catalysts - A concept for the activation of aryl chlorides in the Heck reaction
    • (b) Prockl, S. S.; Wolfgang, K. M.; Gruber, A.; Koehler, K. In situ generation of highly active dissolved palladium species from solid catalysts - A concept for the activation of aryl chlorides in the Heck reaction. Angew. Chem. Int. Ed. 2004, 43, 1881;
    • (2004) Angew. Chem. Int. Ed , vol.43 , pp. 1881
    • Prockl, S.S.1    Wolfgang, K.M.2    Gruber, A.3    Koehler, K.4
  • 37
    • 0000138940 scopus 로고    scopus 로고
    • Activation of aryl chlorides for Suzuki cross-coupling by ligandless, heterogeneous palladium
    • (d) LeBond, C. R.; Andrews, A. T.; Sun, Y.; Sowa, J. R. Jr. Activation of aryl chlorides for Suzuki cross-coupling by ligandless, heterogeneous palladium. Org. Lett. 2001, 3, 1555;
    • (2001) Org. Lett , vol.3 , pp. 1555
    • LeBond, C.R.1    Andrews, A.T.2    Sun, Y.3    Sowa Jr., J.R.4
  • 38
    • 0037134149 scopus 로고    scopus 로고
    • Pd/C as reusable catalyst for the coupling reaction of halophenols and arylbornic acids in aqueous media
    • (e) Sakurai, H.; Tsukuda, T.; Hirao, T. Pd/C as reusable catalyst for the coupling reaction of halophenols and arylbornic acids in aqueous media. J. Org. Chem. 2002, 67, 2721;
    • (2002) J. Org. Chem , vol.67 , pp. 2721
    • Sakurai, H.1    Tsukuda, T.2    Hirao, T.3
  • 39
    • 0036062734 scopus 로고    scopus 로고
    • Pd/C as a highly active catalyst for Heck, Suzuki and Sonogashira reactions
    • (f) Heidenreich, R. G.; Kohler, K.; Krauter, J. G. E.; Pietsch, J. Pd/C as a highly active catalyst for Heck, Suzuki and Sonogashira reactions. Synlett 2002, 1118;
    • (2002) Synlett , pp. 1118
    • Heidenreich, R.G.1    Kohler, K.2    Krauter, J.G.E.3    Pietsch, J.4
  • 40
    • 0038700568 scopus 로고    scopus 로고
    • Synthesis of 4-(5-iodo-3-methylpyrazolyl) phenylsulfonamide and its elaboration to a COX II inhibitor library by solution-phase Suzuki coupling using Pd/C as solid-supported catalyst
    • (g) Organ, M. G.; Mayer, S. Synthesis of 4-(5-iodo-3-methylpyrazolyl) phenylsulfonamide and its elaboration to a COX II inhibitor library by solution-phase Suzuki coupling using Pd/C as solid-supported catalyst. J. Comb. Chem. 2003, 5, 118;
    • (2003) J. Comb. Chem , vol.5 , pp. 118
    • Organ, M.G.1    Mayer, S.2
  • 41
    • 0242291925 scopus 로고    scopus 로고
    • A mild and versatile method for palladium-catalyzed cross-coupling of aryl halides in water and surfactants
    • (h) Arcadi, A.; Cerichelli, G.; Chiarini, M.; Correa, M.; Zorzan, D. A mild and versatile method for palladium-catalyzed cross-coupling of aryl halides in water and surfactants. Eur. J. Org. Chem. 2003, 4080;
    • (2003) Eur. J. Org. Chem , pp. 4080
    • Arcadi, A.1    Cerichelli, G.2    Chiarini, M.3    Correa, M.4    Zorzan, D.5
  • 42
    • 2542448349 scopus 로고    scopus 로고
    • Pyridine-derived palladium complexes immobilized on ordered mesoporous silica as catalysts for Heck-type reactions
    • (i) Horniakova, J.; Raja, T.; Kubota, Y.; Sugi, Y. Pyridine-derived palladium complexes immobilized on ordered mesoporous silica as catalysts for Heck-type reactions. J. Mol. Catal. A: Chem. 2004, 217, 73;
    • (2004) J. Mol. Catal. A: Chem , vol.217 , pp. 73
    • Horniakova, J.1    Raja, T.2    Kubota, Y.3    Sugi, Y.4
  • 43
    • 13444267563 scopus 로고    scopus 로고
    • Heck coupling by Pd deposited onto organic-inorganic hybrid supports
    • (j) Papp, A.; Millos, K.; Forgo, M.; Molnar, A. Heck coupling by Pd deposited onto organic-inorganic hybrid supports. J. Mol. Catal. A: Chem. 2005, 229, 107 ;
    • (2005) J. Mol. Catal. A: Chem , vol.229 , pp. 107
    • Papp, A.1    Millos, K.2    Forgo, M.3    Molnar, A.4
  • 44
    • 33751280966 scopus 로고    scopus 로고
    • Efficient heterogeneous palladium- montmorillonite catalysts for Heck coupling of aryl bromides and chlorides
    • (k) Molnar, A.; Papp, A. Efficient heterogeneous palladium- montmorillonite catalysts for Heck coupling of aryl bromides and chlorides. Synlett 2006, 3130;
    • (2006) Synlett , pp. 3130
    • Molnar, A.1    Papp, A.2
  • 45
    • 33749005084 scopus 로고    scopus 로고
    • Diatomite-supported Pd nanoparticles: An efficient catalyst for Heck and Suzuki reactions
    • (l) Zhang, Z.-H.; Wang, Z.-Y. Diatomite-supported Pd nanoparticles: An efficient catalyst for Heck and Suzuki reactions. J. Org. Chem. 2006, 71, 7485.
    • (2006) J. Org. Chem , vol.71 , pp. 7485
    • Zhang, Z.-H.1    Wang, Z.-Y.2
  • 46
    • 22244463212 scopus 로고    scopus 로고
    • Suzuki-Miyaura cross-coupling of aryl chlorides in water using ligandless Palladium on activated carbon
    • (a) Lysen, M.; Kohler, K. Suzuki-Miyaura cross-coupling of aryl chlorides in water using ligandless Palladium on activated carbon. Synlett 2005, 1671;
    • (2005) Synlett , pp. 1671
    • Lysen, M.1    Kohler, K.2
  • 47
    • 19044368352 scopus 로고    scopus 로고
    • Palladium charcoal-catalyzed, ligandless Suzuki reaction by using tetraarylborates in water
    • (b) Lu, G.; Franzen, R.; Zhang, Q.; Xu, Y. Palladium charcoal-catalyzed, ligandless Suzuki reaction by using tetraarylborates in water. Tetrahedron Lett. 2005, 46, 4255;
    • (2005) Tetrahedron Lett , vol.46 , pp. 4255
    • Lu, G.1    Franzen, R.2    Zhang, Q.3    Xu, Y.4
  • 49
    • 15444380847 scopus 로고    scopus 로고
    • Efficient protocol for the phosphine-free Suzuki-Miyaura reaction catalyzed by palladium on carbon at room temperature
    • (d) Zhang, G.-L. Efficient protocol for the phosphine-free Suzuki-Miyaura reaction catalyzed by palladium on carbon at room temperature. Synthesis 2005, 537;
    • (2005) Synthesis , pp. 537
    • Zhang, G.-L.1
  • 50
    • 17744364272 scopus 로고    scopus 로고
    • Low temperature recyclable catalyst for Heck reactions using ultrasound
    • (e) Ambulgekar, G. V.; Bhanage, B. M.; Samant, S. D. Low temperature recyclable catalyst for Heck reactions using ultrasound. Tetrahedron Lett. 2005, 46, 2483;
    • (2005) Tetrahedron Lett , vol.46 , pp. 2483
    • Ambulgekar, G.V.1    Bhanage, B.M.2    Samant, S.D.3
  • 51
    • 11844294949 scopus 로고    scopus 로고
    • Palladium-catalyzed intramolecular coupling between aryl iodides and allyl moieties via thermal and microwave-assisted conditions
    • (f) Lautens, M.; Tayama, E.; Herse, C. Palladium-catalyzed intramolecular coupling between aryl iodides and allyl moieties via thermal and microwave-assisted conditions. J. Am. Chem. Soc. 2005, 127, 72;
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 72
    • Lautens, M.1    Tayama, E.2    Herse, C.3
  • 52
    • 33644550006 scopus 로고    scopus 로고
    • Palladium on activated carbon - a recyclable catalyst for Suzuki-Miyaura cross-coupling of aryl chlorides in water
    • (g) Lysen, M.; Kohler, K. Palladium on activated carbon - a recyclable catalyst for Suzuki-Miyaura cross-coupling of aryl chlorides in water. Synthesis 2006, 692;
    • (2006) Synthesis , pp. 692
    • Lysen, M.1    Kohler, K.2
  • 53
    • 33645691008 scopus 로고    scopus 로고
    • One-pot Pd/C catalysed 'domino' HALEX and Sonogashira reactions: A ligand - and Cu-free alternative
    • (h) Thathagar, M. B.; Rothenberg, G. One-pot Pd/C catalysed 'domino' HALEX and Sonogashira reactions: a ligand - and Cu-free alternative. Org. Biomol. Chem. 2006, 4, 111;
    • (2006) Org. Biomol. Chem , vol.4 , pp. 111
    • Thathagar, M.B.1    Rothenberg, G.2
  • 54
    • 33646131390 scopus 로고    scopus 로고
    • Alkynylation of halo pyrimidines under Pd/C-copper catalysis: Regioselective synthesis of 4- and 5-alkynylpyrimidines
    • (i) Pal, M.; Batchu, V. R.; Swamy, N. K.; Padakanti, S. Alkynylation of halo pyrimidines under Pd/C-copper catalysis: regioselective synthesis of 4- and 5-alkynylpyrimidines. Tetrahedron Lett. 2006, 47, 3923;
    • (2006) Tetrahedron Lett , vol.47 , pp. 3923
    • Pal, M.1    Batchu, V.R.2    Swamy, N.K.3    Padakanti, S.4
  • 55
    • 33749515284 scopus 로고    scopus 로고
    • Recent advances in Pd/C-catalyzed coupling reactions
    • and references cited in
    • (j) Seki, M. Recent advances in Pd/C-catalyzed coupling reactions. Synthesis 2006, 2975, and references cited in.
    • (2006) Synthesis , pp. 2975
    • Seki, M.1


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