Anionic cyclisations of an N-benzyl naphthamide: A route to benzo[e]isoindolones

Anjum Ahmed, Jonathan Clayden*, Michael Rowley

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

65 Citations (Scopus)

Abstract

On treatment with ButLi and HMPA, N-tert-butyl-N-benzyl-1-naphthamide undergoes cyclisation to a tricyclic enolate which reacts diastereoselectively with electrophiles to give substituted 2,3,3a,9b-tetrahydro-1H-benzo[e]-isoindol-1-ones, the first example of an anionic cyclisation onto an aromatic ring.

Original languageEnglish
Pages (from-to)297-298
Number of pages2
JournalChemical Communications
Issue number3
DOIs
Publication statusPublished - 7 Feb 1998

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