A Sequential Cycloisomerization/Oxidative Aromatization of 2-Propargyl-cyclohexenones for Direct Access to Substituted Benzofurans

CSIR-IICT Communication No. IICT/Pubs./2022/084

Abstract

A new approach for the synthesis of benzofurans starting from non-aromatic precursors is reported. The reaction involves sequential DBU-mediated cycloisomerization for furanylation followed by benzene ring construction via oxidative aromatization in the presence of Oxone®. Atom- and pot-economy, simple reaction conditions, the straightforward preparation of starting materials and access to diverse substituted benzofurans are the major advantages of this reaction.

Key words

cyclohexenones - cycloisomerization - Oxone® - oxidative aromatization - benzofurans

Publication History

Received: 11 March 2022

Accepted after revision: 27 May 2022

Accepted Manuscript online:
27 May 2022

Article published online:
05 July 2022

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