Issue 54, 2022

Access to hexahydroazepinone heterocycles via palladium-catalysed C(sp3)–H alkenylation/ring-opening of cyclopropanes

Abstract

In this communication, we describe the synthesis of novel hexahydroazepinone derivatives starting from two simple building blocks in presence of a readily available palladium catalyst. The reaction proceeds through a selective C(sp3)–H alkenylation/ring-opening process to obtain the seven-membered ring products in good to excellent yields on a wide variety of substrates under batch, microwave, and continuous flow conditions.

Graphical abstract: Access to hexahydroazepinone heterocycles via palladium-catalysed C(sp3)–H alkenylation/ring-opening of cyclopropanes

Supplementary files

Article information

Article type
Communication
Submitted
04 Apr 2022
Accepted
09 Jun 2022
First published
09 Jun 2022

Chem. Commun., 2022,58, 7550-7553

Access to hexahydroazepinone heterocycles via palladium-catalysed C(sp3)–H alkenylation/ring-opening of cyclopropanes

K. Saint-Jacques, C. L. Ladd and A. B. Charette, Chem. Commun., 2022, 58, 7550 DOI: 10.1039/D2CC01917E

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