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Volumn 127, Issue 7, 2005, Pages 2038-2039

Highly efficient one-pot synthesis of N-sulfonylamidines by Cu-catalyzed three-component coupling of sulfonyl azide, alkyne, and amine

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; AMINE; AZIDE; COPPER; N SULFONYLAMIDINE DERIVATIVE; NITROGEN; SULFANILAMIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 13944272206     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0432968     Document Type: Article
Times cited : (463)

References (22)
  • 1
    • 0004127585 scopus 로고    scopus 로고
    • Nicolaou, K. C., Hanko, R., Hartwig, W., Eds.; Wiley-VCH: Weinheim, Germany, Chapter 23
    • Tuch, A.; Wallé, S. In Handbook of Combinatorial Chemistry; Nicolaou, K. C., Hanko, R., Hartwig, W., Eds.; Wiley-VCH: Weinheim, Germany, 2002; Vol. 2. Chapter 23.
    • (2002) Handbook of Combinatorial Chemistry , vol.2
    • Tuch, A.1    Wallé, S.2
  • 5
    • 0000582505 scopus 로고
    • Patai, S., Rappoport, Z., Eds.; Wiley: New York, Chapter 8
    • (a) Boyd, G. V. In The Chemistry of Amidines and Imidates: Patai, S., Rappoport, Z., Eds.; Wiley: New York, 1991; Vol. 2, Chapter 8.
    • (1991) The Chemistry of Amidines and Imidates , vol.2
    • Boyd, G.V.1
  • 15
    • 13944252218 scopus 로고    scopus 로고
    • note
    • For details of X-ray analysis data, see the Supporting Information.
  • 16
    • 13944249666 scopus 로고    scopus 로고
    • note
    • 3.
  • 17
    • 11644312278 scopus 로고
    • For example, generation of copper nitrenoid to give an azirine intermediate may be considered though it is less likely because aziridine was not detected in a reaction of sulfonyl azide with alkenes under the employed conditions: Evans, D. A.; Faul, M. M.; Bilodeau, M. T. J. Am. Chem. Soc. 1994, 116, 2742.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 2742
    • Evans, D.A.1    Faul, M.M.2    Bilodeau, M.T.3
  • 18
    • 0037077072 scopus 로고    scopus 로고
    • For an example of amine addition on ketenimine to give amidines, see: Sung, K.; Wu, S.-H.; Wu, R.-R.; Sun, S.-Y. J. Org. Chem. 2002, 67, 4298.
    • (2002) J. Org. Chem. , vol.67 , pp. 4298
  • 20
    • 0003129645 scopus 로고    scopus 로고
    • Katritzky, A. R., Rees, C. W., Scrive, E. F. V., Eds.; Pergamon: Oxford, Chapter 1
    • Fan, W.-Q.; Katrinzky, A. R. In Comprehensive Heterocyclic Chemistry II; Katritzky, A. R., Rees, C. W., Scrive, E. F. V., Eds.; Pergamon: Oxford, 1996; Vol. 4, Chapter 1.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.4
    • Fan, W.-Q.1    Katrinzky, A.R.2
  • 21
    • 13944282163 scopus 로고    scopus 로고
    • note
    • We thank one reviewer for suggesting this rearrangement.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.