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Volumn 128, Issue 40, 2006, Pages 13064-13065

Highly efficient oxidative amidation of aldehydes with amine hydrochloride salts

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DERIVATIVE; AMINE; CHLORIDE;

EID: 33749535893     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja064315b     Document Type: Article
Times cited : (419)

References (27)
  • 22
    • 33749533215 scopus 로고    scopus 로고
    • note
    • 2O).
  • 23
    • 33749520926 scopus 로고    scopus 로고
    • note
    • Oxidative amidation of aldehydes with secondary amine HCl salts, such as piperidine HCl, did not occur under the current optimized reaction conditions.
  • 24
    • 0042905849 scopus 로고    scopus 로고
    • Analogous to carbinolamine 4, oxidation of hemiacetal intermediates has been invoked for the oxidative esterification of aldehydes with alcohols. See: Gopinath, R.; Patel, B. K. Org. Lett. 2000, 2, 577.
    • (2000) Org. Lett. , vol.2 , pp. 577
    • Gopinath, R.1    Patel, B.K.2
  • 25
    • 0034706037 scopus 로고    scopus 로고
    • The oxidative amidation reaction most likely occurs via a radical mechanism since radical scavenger, 2,6-di-tert-butyl-4-methylphenol (BHT). inhibits the reaction. Radical-based mechanisms have been proposed for the oxidation of alcohols to aldehydes by galactose oxidases. For recent mechanistic studies, see: (a) Himo, F.; Eriksson, L. A.; Maseas, F.; Siegbahnl P. E. M. J. Am. Chem. Soc. 2000, 122, 8031.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 8031
    • Himo, F.1    Eriksson, L.A.2    Maseas, F.3    Siegbahnl, P.E.M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.