Synthesis and reactions of N-(2, 4-dichloro-6-oxo-2, 4-cyclohexadien-1-ylidene)-4-nitrobenzamide with alkenes

…, BJ Barchiesi, EA Williams

文献索引：Heine, Harold W.; Barchiesi, Barbara J.; Williams, Elizabeth A. Journal of Organic Chemistry, 1984 , vol. 49, # 14 p. 2560 - 2565

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被引用次数: 30

摘要

A reasonable mechanism for the formation of 3 from 2 involves the intermediacy of the imino ester 6 formed via a concerted step from 2. Attack by the imino nitrogen on the carbonyl carbon of 6 followed by elimination of chloride ion and a proton gives 3 (Scheme 11). Evidence consistent with a concerted pathway to 6 was obtained by employing 2 in which the carbonyl oxygen is enriched with lag. The mass spectrum of 3 revealed that none of ...