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Volumn 46, Issue 36, 2005, Pages 6029-6031

On the base-induced isomerization of cyclic propargylamides to cyclic allenamides

Author keywords

Allenamides; Base induced isomerization; Lactams; Propargylamides

Indexed keywords

AMIDE; BROMIDE;

EID: 23244455014     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.07.013     Document Type: Article
Times cited : (27)

References (32)
  • 14
    • 0001924095 scopus 로고
    • For an old report on the direct obtention of N-allenylamide from the reaction of 2-pyrrolidinone and propargyl bromide in the presence of NaH, see W.B. Dickinson, and P.C. Lang Tetrahedron Lett. 1967 3035
    • (1967) Tetrahedron Lett. , pp. 3035
    • Dickinson, W.B.1    Lang, P.C.2
  • 21
    • 33544461666 scopus 로고    scopus 로고
    • note
    • Obviously the propargyllactam is the first intermediate of the reaction. In a confirmatory experiment reaction of compounds 1b and c with 1-bromo-2-butyne under the conditions indicated in Table 1, gave the amides 6 and 7 in quantitative isolated yield.
  • 23
    • 0004030275 scopus 로고
    • M.I. Page Blackie London
    • Reduced amide resonance in the β-lactam ring has been related with the reactivity of these compounds and also with their antibacterial activity. See, for instance M.I. Page M.I. Page The Chemistry of β-Lactams 1992 Blackie London 79
    • (1992) The Chemistry of β-Lactams , pp. 79
    • Page, M.I.1
  • 32
    • 1842444617 scopus 로고    scopus 로고
    • Gaussian Inc.; Pittsburgh, P. A.
    • 'Gaussian 03' (Rev. B02), Gaussian Inc.; Pittsburgh, P. A., 2003.
    • (2003) 'Gaussian 03' (Rev. B02)


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.