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Volumn 69, Issue 9, 2004, Pages 3205-3207

A Convenient Tin-Free Procedure for Radical Carboazidation and Azidation

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; FREE RADICALS; IODINE COMPOUNDS; TIN; WATER;

EID: 2142697189     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0498720     Document Type: Article
Times cited : (65)

References (26)
  • 3
    • 0004269715 scopus 로고    scopus 로고
    • Renaud, P., Sibi M. P., Eds.; Wiley-VCH: Weinheim, Germany
    • For general reviews on radical reactions, see: (a) Radicals in Organic Synthesis; Renaud, P., Sibi M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (2001) Radicals in Organic Synthesis
  • 5
    • 0001216647 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, UK
    • (c) Curran, D. P. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, UK, 1991; Vol. 4, p 715.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 715
    • Curran, D.P.1
  • 14
    • 0001789449 scopus 로고    scopus 로고
    • Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany
    • Yorimitsu, H.; Oshima, K. In Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001; Vol. 1, p 11.
    • (2001) Radicals in Organic Synthesis , vol.1 , pp. 11
    • Yorimitsu, H.1    Oshima, K.2
  • 19
    • 2142796722 scopus 로고    scopus 로고
    • note
    • 3B-induced azidation was also examined. Surprisingly, their conversion into azides proved to be less efficient than under the previously reported tin-mediated conditions. For example, azide 2 was isolated in 51%, using method B starting from ethoxythiocarbonylsulfanyl acetate.
  • 20
    • 0001294356 scopus 로고
    • A chain reaction was proposed for the bromination of tributylborane with benzenesulfonyl bromide: (a) Davies, A. G.; Roberts, B. P. Acc. Chem. Res. 1972, 5, 387.
    • (1972) Acc. Chem. Res. , vol.5 , pp. 387
    • Davies, A.G.1    Roberts, B.P.2
  • 22
    • 2142733274 scopus 로고    scopus 로고
    • note
    • For a detailed discussion of the mechanism of the carboazidation process, see ref 2.
  • 23
    • 2142845583 scopus 로고    scopus 로고
    • note
    • The iodomalonate 7 has to be freshly prepared to obtain reproducible yields.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.