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Volumn 69, Issue 8, 2004, Pages 2768-2772

A Versatile Total Synthesis of Benzo[c]phenanthridine and Protoberberine Alkaloids Using Lithiated Toluamide-Benzonitrile Cycloaddition

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CARBON; SYNTHESIS (CHEMICAL);

EID: 1842689016     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035836+     Document Type: Article
Times cited : (83)

References (43)
  • 13
    • 0033533645 scopus 로고    scopus 로고
    • Recent papers for the synthesis of benzo[c]phenanthridine alkaloids: (a) Nakanishi, T.; Suzuki, M. Org. Lett. 1999, 1, 985-988.
    • (1999) Org. Lett. , vol.1 , pp. 985-988
    • Nakanishi, T.1    Suzuki, M.2
  • 17
    • 0043240466 scopus 로고    scopus 로고
    • Recent papers for the synthesis of protoberberine alkaloids: (e) Liu, L. Synthesis 2003, 11, 1705-1706.
    • (2003) Synthesis , vol.11 , pp. 1705-1706
    • Liu, L.1
  • 31
    • 1842756417 scopus 로고    scopus 로고
    • note
    • For enhancing the chemical yield of this toluamide-benzonitrile cycloaddition, various bases were conducted. When N,N-diethyl-o-toluamide and benzonitrile were used as starting materials, 3-phenylisoquinolin-1-(2H)-one was obtained in the following yields: s-BuLi (25%), t-BuLi (30%), LDA (55%), and n-BuLi (62%).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.