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Volumn 40, Issue 6, 2010, Pages 927-935

Synthesis of hydroxamic acids by activation of carboxylic acids with N,N'-carbonyldiimidazole: Exploring the efficiency of the method

Author keywords

Activation; Carboxylic acid; Hydroxamic acid; Hydroxylamine; N,N carbonyldiimidazole

Indexed keywords

CARBONYLDIIMIDAZOLE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; HYDROXAMIC ACID DERIVATIVE; IMIDAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 77249143566     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910903026723     Document Type: Article
Times cited : (41)

References (22)
  • 1
    • 4544384632 scopus 로고    scopus 로고
    • Hydroxamic acids-An intriguing family of bioligands and enzyme inhibitors
    • Marmion, C. J.; Griffith, D.; Nolan, K. B. Hydroxamic acids-An intriguing family of bioligands and enzyme inhibitors. Eur. J. Inorg. Chem. 2004, 3003-3016(a);
    • (2004) Eur. J. Inorg. Chem. , pp. 3003-3016
    • Marmion, C.J.1    Griffith, D.2    Nolan, K.B.3
  • 2
    • 14044274265 scopus 로고    scopus 로고
    • Recent developments in the design of specific matrix metalloprotei-nase inhibitors aided by structural and computational studies
    • (b) Rao, B. G. Recent developments in the design of specific matrix metalloprotei-nase inhibitors aided by structural and computational studies. Curr. Pharm. Design 2005, 11, 295-322.
    • (2005) Curr. Pharm. Design , vol.11 , pp. 295-322
    • Rao, B.G.1
  • 3
    • 34247577975 scopus 로고    scopus 로고
    • Design and synthesis of a potent histone deacetylase inhibitor
    • Tao, L.; Kapustin, G.; Etzkorn, F. A. Design and synthesis of a potent histone deacetylase inhibitor. J. Med. Chem. 2007, 50, 2003-2006(c);
    • (2007) J. Med. Chem. , vol.50 , pp. 2003-2006
    • Tao, L.1    Kapustin, G.2    Etzkorn, F.A.3
  • 4
  • 5
    • 0016414131 scopus 로고
    • Studies concerning the antibiotic actinon, part V: Synthesis of structural analogues of actinonin by the anhydride-ester method
    • Devlin, J. P.; Ollis, W. D.; Thorpe, J. E. Studies concerning the antibiotic actinon, part V: Synthesis of structural analogues of actinonin by the anhydride-ester method. J. Chem. Soc, Perkin Trans. 1 1975, 846-848(a);
    • (1975) J. Chem. Soc, Perkin Trans. , vol.1 , pp. 846-848
    • Devlin, J.P.1    Ollis, W.D.2    Thorpe, J.E.3
  • 6
    • 20344384529 scopus 로고    scopus 로고
    • Improved solution-and solid-phase preparation of hydroxamic acids from esters
    • (b) Ho, C. Y.; Strobel, E.; Ralbovsky, J.; Galemmo, R. A. Improved solution-and solid-phase preparation of hydroxamic acids from esters. J. Org. Chem. 2005, 70, 4873-4875.
    • (2005) J. Org. Chem. , vol.70 , pp. 4873-4875
    • Ho, C.Y.1    Strobel, E.2    Ralbovsky, J.3    Galemmo, R.A.4
  • 7
    • 0032558622 scopus 로고    scopus 로고
    • New hydro-xylamines for the synthesis of hydroxamic acids
    • Barlaam, B.; Hamon, A.; Maudet, M. New hydro-xylamines for the synthesis of hydroxamic acids. Tetrahedron Lett. 1998, 39, 7865-7868(a);
    • (1998) Tetrahedron Lett. , vol.39 , pp. 7865-7868
    • Barlaam, B.1    Hamon, A.2    Maudet, M.3
  • 8
    • 35348906102 scopus 로고    scopus 로고
    • Mild and efficient Lewis acid-promoted detrityla-tion in the synthesis of N-hydroxy amides: A concise synthesis of (\)-kobactin
    • (b) Yang, S.-M.; Lagu, B.; Wilson, L. J. Mild and efficient Lewis acid-promoted detrityla-tion in the synthesis of N-hydroxy amides: A concise synthesis of (\)-kobactin. J. Org. Chem. 2007, 72, 8123-8126;
    • (2007) J. Org. Chem. , vol.72 , pp. 8123-8126
    • Yang, S.-M.1    Lagu, B.2    Wilson, L.J.3
  • 9
    • 0035939538 scopus 로고    scopus 로고
    • Direct synthesis of hydroxamates from carboxylic acids using 2-mercaptopyridone-1-oxide-based thiouronium salts
    • (c) Bailen, M. A.; Chinchilla, R.; Dodsworth, D. J.; Najera, C. Direct synthesis of hydroxamates from carboxylic acids using 2-mercaptopyridone-1- oxide-based thiouronium salts. Tetrahedron Lett. 2001, 42, 5013-5016.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 5013-5016
    • Bailen, M.A.1    Chinchilla, R.2    Dodsworth, D.J.3    Najera, C.4
  • 10
    • 0036747146 scopus 로고    scopus 로고
    • Process development of a dual MMP/TNF inhibitor (SDZ 242-484)
    • Using unprotected hydroxylamine
    • Using unprotected hydroxylamine: (a) Koch, G.; Kottirsch, G.; Wietfeld, B.; Kusters, E. Process development of a dual MMP/TNF inhibitor (SDZ 242-484). Org. Process Res. Dev. 2002, 6, 652-659;
    • (2002) Org. Process Res. Dev. , vol.6 , pp. 652-659
    • Koch, G.1    Kottirsch, G.2    Wietfeld, B.3    Kusters, E.4
  • 13
    • 0141855059 scopus 로고    scopus 로고
    • Simple one-flask method for the preparation of hydroxamic acids
    • and references cited therein
    • Giacomelli, G.; Porcheddu, A.; Salaris, M. Simple one-flask method for the preparation of hydroxamic acids. Org. Lett. 2003, 5, 2715-2717, and references cited therein.
    • (2003) Org. Lett. , vol.5 , pp. 2715-2717
    • Giacomelli, G.1    Porcheddu, A.2    Salaris, M.3
  • 14
    • 0041769224 scopus 로고
    • NN'-Carbonyldiimidazole
    • L. A. Paquette (Ed.); John Wiley & Sons Ltd.: West Sussex, UK
    • (d)Armstrong, A. N,N'-Carbonyldiimidazole. In Encyclopedia of Reagents for Organic Synthesis; L. A. Paquette (Ed.); John Wiley & Sons Ltd.: West Sussex, UK, 1995; vol.2, pp. 1006-1010.
    • (1995) Encyclopedia of Reagents for Organic Synthesis , vol.2 , pp. 1006-1010
    • Armstrong, A.1
  • 15
    • 84981452866 scopus 로고
    • Darstellung von Imidazolen: Synthese von Amiden.Hydraziden und Hydroxamsauren nach der Imudazolidmethode
    • Staab, H. A.; Luking, M.; Durr, F. H. Darstellung von Imidazolen: Synthese von Amiden, Hydraziden und Hydroxamsauren nach der Imudazolidmethode. Chem. Ber. 1962, 95, 1275-1283.
    • (1962) Chem. Ber. , vol.95 , pp. 1275-1283
    • Staab, H.A.1    Luking, M.2    Durr, F.H.3
  • 16
    • 0029655675 scopus 로고    scopus 로고
    • Fluoroolefin containing dipeptide isosteres as inhibitors of dipeptidyl peptidase IV(CD26)
    • (a) Welch, J. T.; Lin, J. Fluoroolefin containing dipeptide isosteres as inhibitors of dipeptidyl peptidase IV(CD26). Tetrahedron 1996, 52, 291-304;
    • (1996) Tetrahedron , vol.52 , pp. 291-304
    • Welch, J.T.1    Lin, J.2
  • 17
    • 0030026595 scopus 로고    scopus 로고
    • Structure-activity relationships in a series of 2(1H)-quinolones bearing different acidic function in the 3-position: 6,7-Dichloro-2(1H)-oxoquinoline-3- phosphonic acid, a new potent and selective AMPA=kainate antagonist with neuroprotective properties
    • (b) Desos, P.; Lepagnol, J. M.; Morain, P.; Lestage, P.; Cordi, A. A. Structure-activity relationships in a series of 2(1H)-quinolones bearing different acidic function in the 3-position: 6,7-Dichloro-2(1H)-oxoquinoline-3- phosphonic acid, a new potent and selective AMPA=kainate antagonist with neuroprotective properties. J. Med. Chem. 1996, 39, 197-206.
    • (1996) J. Med. Chem. , vol.39 , pp. 197-206
    • Desos, P.1    Lepagnol, J.M.2    Morain, P.3    Lestage, P.4    Cordi, A.A.5
  • 18
    • 77249166923 scopus 로고    scopus 로고
    • Operationally simple synthesis of hydroxamic acids from carboxylic acids
    • Presented at the Paul Walden Fifth Symposium on Organic Chemistry, Riga, September 17-18, 2007. Abstract in Latvian
    • Usachova, N. Operationally simple synthesis of hydroxamic acids from carboxylic acids. Presented at the Paul Walden Fifth Symposium on Organic Chemistry, Riga, September 17-18, 2007. Abstract in Latvian. J. Chem. 2007, 4, 397.
    • (2007) J. Chem. , vol.4 , pp. 397
    • Usachova, N.1
  • 19
    • 37049101107 scopus 로고
    • Formation of isocyanates by deoxygenation of C-nitrosocarbonyl compounds
    • Corrie, J. E. T.; Kirby, G. W.; Sharma, R. P. Formation of isocyanates by deoxygenation of C-nitrosocarbonyl compounds. J. Chem. Soc., Perkin Trans. 1 1982, 7, 1571-1574.
    • (1982) J. Chem. Soc. Perkin Trans.1 , vol.7 , pp. 1571-1574
    • Corrie, J.E.T.1    Kirby, G.W.2    Sharma, R.P.3
  • 20
    • 33750482210 scopus 로고    scopus 로고
    • Angeli-Rimini's reaction on solid support: A new approach to hydroxamic acids
    • Porcheddu, A.; Giacomelli, G. Angeli-Rimini's reaction on solid support: A new approach to hydroxamic acids. J. Org. Chem. 2006, 71, 7057-7059.
    • (2006) J. Org. Chem. , vol.71 , pp. 7057-7059
    • Porcheddu, A.1    Giacomelli, G.2
  • 21
    • 33746269527 scopus 로고
    • Synthesis and antiherpetic activity of N-(3-amino-1-adamantyl) calix[4]arenes
    • Stepanov, F. N.; Stolyarov, Z. E. Synthesis and antiherpetic activity of N-(3-amino-1-adamantyl)calix[4]arenes. Zh. Org. Khim. 1970, 6, 1186.
    • (1970) Zh. Org. Khim. , vol.6 , pp. 1186
    • Stepanov, F.N.1    Stolyarov, Z.E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.