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Volumn , Issue 20, 2001, Pages 3811-3817

Autocatalytic radical ring opening of N-cyclopropyl-N-phenylamines under aerobic conditions - Exclusive formation of the unknown oxygen adducts, N-(1,2-dioxolan-3-yl)-N-phenylamines

Author keywords

1,2 Dioxolanes; Amines; Autooxidation; Radical reactions

Indexed keywords

ANILINE DERIVATIVE; BENZOYL PEROXIDE; OXIDOREDUCTASE; TERT BUTYL HYDROPEROXIDE;

EID: 0034780473     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200110)2001:20<3811::AID-EJOC3811>3.0.CO;2-6     Document Type: Article
Times cited : (41)

References (43)
  • 30
    • 0003040682 scopus 로고    scopus 로고
    • note
    • Transfer of the hydrogen atom at C-1 of the cyclopropyl ring is unprecedented, probably due to the high thermodynamic unfavorability of the formation of the cyclopropyl radical. Therefore, under these conditions, opening of the cyclopropyl ring must be favored over hydrogen transfer.
  • 37
    • 0002972985 scopus 로고    scopus 로고
    • note
    • N-Benzyl derivatives of 1a-4a, as well as N-benzyl-N-cyclopropylamine, were, however, found to be stable under these reaction conditions.
  • 41
    • 0002951066 scopus 로고    scopus 로고
    • note
    • T from both cis- and trans-2-methyl substrates 3a and 4a must be due to the steric favorability for the trans ring closure.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.