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Volumn 45, Issue 21, 2006, Pages 3495-3497

Alcohols in isonitrile-based multicomponent reaction: Passerini reaction of alcohols in the presence of O-iodoxybenzoic acid

Author keywords

Isonitriles; Multicomponent reaction; O iodoxybenzoic acid; Oxidation; Passerini reaction

Indexed keywords

ALDEHYDES; CARBOXYLIC ACIDS; NITROGEN COMPOUNDS; OXIDATION; SOLUTIONS;

EID: 33746238103     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200600588     Document Type: Article
Times cited : (104)

References (38)
  • 1
    • 84890597202 scopus 로고    scopus 로고
    • (Eds.: J. Zhu, H. Bienaymé), Wiley-VCH, Weinheim
    • Multicomponent Reaction (Eds.: J. Zhu, H. Bienaymé), Wiley-VCH, Weinheim, 2005.
    • (2005) Multicomponent Reaction
  • 4
    • 26844537872 scopus 로고    scopus 로고
    • (Ed.: A. B. Charette), Wiley
    • for an excellent review, see: c) L. Banfi, R. Riva in Org. React., Vol. 65 (Ed.: A. B. Charette), Wiley, 2005, pp. 1-140.
    • (2005) Org. React., Vol. 65 , vol.65 , pp. 1-140
    • Banfi, L.1    Riva, R.2
  • 6
    • 0001134412 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2000, 39, 3168-3210.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3168-3210
  • 12
    • 0007048935 scopus 로고    scopus 로고
    • For a highlight on the recent applications of IBX, see: T. Wirth, Angew. Chem. 2001, 113, 2893-2895;
    • (2001) Angew. Chem. , vol.113 , pp. 2893-2895
    • Wirth, T.1
  • 13
    • 0035800351 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2001, 40, 2812-2814.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2812-2814
  • 14
    • 0033591921 scopus 로고    scopus 로고
    • 2 can oxidize unactivated alcohol when it is performed in the presence of Wittig reagent; see: L. Blackburn, X. Wei, R. J. K. Taylor, Chem. Commun. 1999, 1337-1338.
    • (1999) Chem. Commun. , pp. 1337-1338
    • Blackburn, L.1    Wei, X.2    Taylor, R.J.K.3
  • 21
    • 0037021081 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 4059-4061;
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 4059-4061
  • 23
    • 28844474319 scopus 로고
    • For tandem oxidation/Wittig reactions initiated by Dess-Martin periodinane (DMP) or IBX, see: a) C. C. Huang, J. Labelled Compd. Radiopharm. 1987, 24, 676-681;
    • (1987) J. Labelled Compd. Radiopharm. , vol.24 , pp. 676-681
    • Huang, C.C.1
  • 28
    • 0002380120 scopus 로고
    • Caution! IBX, like other hypervalent iodine oxidants, can explode on impact or heating; see: J. B. Plumb, D. J. Harper, Chem. Eng. News 1990, 68(29), 3-3.
    • (1990) Chem. Eng. News , vol.68 , Issue.29 , pp. 3-3
    • Plumb, J.B.1    Harper, D.J.2
  • 29
    • 33746212468 scopus 로고    scopus 로고
    • see references [9b] and [11]
    • IBX is able to oxidize THF at elevated temperatures (80°C and above); see references [9b] and [11].
  • 31
    • 33746212475 scopus 로고    scopus 로고
    • note
    • Oxidation of 5i with IBX (in THF or DMSO) or under Swern conditions led only to the decomposition of the starting material.
  • 38
    • 33746188803 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra of 1a-1u are provided in the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.