An efficient method for the Heck–Catellani reaction of aryl halides?

Chemical Communications Pub Date: 2013-10-02 DOI: 10.1039/C3CC46381H

Abstract

We describe herein a new method that allows selective production of Catellani–Heck isomers from various aryl halides, including ones without ortho-groups. Under previous conditions, unhindered aryl halides were plagued with the formation of simple Heck isomers and multiple arylation and norbornene insertion. The use of a bulky PtBu3 ligand accelerates C–C reductive elimination from the key palladacycle.

Graphical abstract: An efficient method for the Heck–Catellani reaction of aryl halides
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