Synthesis 2024; 56(13): 2025-2030
DOI: 10.1055/s-0042-1751577
paper

Base-Mediated Synthesis of 2-Bromobenzoheterocycles

Ramon Arora
,
Shangyu Li
,
Maik Stommer
,
Bijan Mirabi
,
Mark Lautens
R.A. thanks the Natural Sciences and Engineering Research Council of Canada (NSERC) and the Walter Sumner Memorial for a fellowship. B.M. thanks NSERC for funding (CGS-D).


Abstract

A base-mediated cyclization to synthesize 2-bromobenzoheterocycles is reported. This transformation was demonstrated with 16 examples to access a broad range of brominated benzoheterocycles. Mechanistic studies support the reaction proceeds through a bromoalkyne, and revealed an exchangeable proton at C3 of the indole products.

Supporting Information



Publication History

Received: 12 February 2024

Accepted after revision: 11 March 2024

Article published online:
02 April 2024

© 2024. Thieme. All rights reserved

Georg Thieme Verlag KG
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