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Issue 39, 2014
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1,3-Halogen migration as an entry to aryl coppers from an unintuitive starting material

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Abstract

A copper(I) catalyzed 1,3-halogen migration/borylation migrates a bromine from an sp2 carbon to a benzylic carbon with concomitant borylation of the aryl–bromine bond. This transformation proceeds via an aryl copper intermediate which can be accessed independently and then trapped with electrophiles. As such, copper-catalyzed 1,3-halogen migration provides unique and mild access to an aryl copper species that allows for rapid aromatic functionalization from an unconventional starting material.

Graphical abstract: 1,3-Halogen migration as an entry to aryl coppers from an unintuitive starting material

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Article information


Submitted
22 Jun 2014
Accepted
12 Aug 2014
First published
13 Aug 2014

Org. Biomol. Chem., 2014,12, 7655-7658
Article type
Perspective
Author version available

1,3-Halogen migration as an entry to aryl coppers from an unintuitive starting material

R. J. Van Hoveln, S. C. Schmid and J. M. Schomaker, Org. Biomol. Chem., 2014, 12, 7655
DOI: 10.1039/C4OB01294A

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