Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinyl carboxylic acids via a radical process

Beilstein J Org Chem. 2013 Aug 21:9:1718-23. doi: 10.3762/bjoc.9.197. eCollection 2013.

Abstract

A Fe(acac)3-catalyzed decarboxylative coupling of 2-(aryl)vinyl carboxylic acids with cycloalkanes was developed by using DTBP as an oxidant through a radical process. This reaction tolerates a wide range of substrates, and products are obtained in good to excellent yields (71-95%). The reaction also shows excellent stereoselectivity, and only trans-isomers are obtained.

Keywords: Fe(acac)3; alkenylation; cycloalkanes; decarboxylative; free radical; sp3 C–H bonds.