1,3,4,5-tetrahydroazepin-2-ones by dearomatising anionic cyclisation of N-allyl-1-naphthamides

被引：26
作者：
Ahmed, A
Clayden, J
Rowley, M
机构：
[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England
[2] Merck Sharp & Dohme Ltd, Neurosci Res Ctr, Harlow CM20 2QR, Essex, England
来源：
SYNLETT | 1999年 / 12期
关键词：
amide; cyclization; lithium; azepin; dearomatisation;
D O I：
10.1055/s-1999-2977
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
On treatment with t-BuLi and DMPU, 1-naphthamides bearing N-allyl or N-prenyl substituents cyclise to give a mixture of products from which seven-membered lactams can be isolated in up to 73% yield - the first example of an organolithium-C=C cyclisation leading to a seven-membered ring.
引用
收藏
页码：1954 / 1956
页数：3
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