Issue 75, 2015

Palladium-catalyzed highly regioselective 6-exo-dig cyclization and alkenylation of ortho-ethynylanilides: the synthesis of polyene-substituted benzo[d][1,3]oxazines

Abstract

A Pd-catalyzed highly regioselective 6-exo-dig cyclization/alkenylation reaction of ortho-ethynylanilides has been developed. This tandem cross-coupling protocol represents a simple, efficient, step- and atom-economic approach for the construction of scarcely known polyene-substituted benzo[d][1,3]oxazines in moderate to excellent yields with a broad substrate scope.

Graphical abstract: Palladium-catalyzed highly regioselective 6-exo-dig cyclization and alkenylation of ortho-ethynylanilides: the synthesis of polyene-substituted benzo[d][1,3]oxazines

Supplementary files

Article information

Article type
Communication
Submitted
04 ago 2015
Accepted
12 ago 2015
First published
12 ago 2015

Chem. Commun., 2015,51, 14267-14270

Palladium-catalyzed highly regioselective 6-exo-dig cyclization and alkenylation of ortho-ethynylanilides: the synthesis of polyene-substituted benzo[d][1,3]oxazines

Z. Cai, C. Yang, S. Wang and S. Ji, Chem. Commun., 2015, 51, 14267 DOI: 10.1039/C5CC06510K

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