Download PDF
Synlett 1999; 1999(12): 1954-1956
DOI: 10.1055/s-1999-2977
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

1,3,4,5-Tetrahydroazepin-2-ones by Dearomatising Anionic Cyclisation of N-Allyl-1-Naphthamides

Anjum Ahmed* , Jonathan Clayden, Michael Rowley
  • *Department of Chemistry, University of Manchester, Oxford Rd., Manchester M13 9PL, U.K.; E-mail: j.p.clayden@man.ac.uk
Further Information

Publication History

Publication Date:
31 December 1999 (online)

  PDF Download  Permissions and Reprints All articles of this category

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.

amide - cyclization - lithium - azepin - dearomatisation