Issue 2, 2012
From the journal:

Chemical Communications

Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides†‡

Ashish Thakur,a   Kainan Zhanga  and  Janis Louie*a  

* Corresponding authors

a Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, UT, USA
E-mail: louie@chem.utah.edu
Fax: +1 (801) 581-8433
Tel: +1 (801) 581-7309

Abstract

A protocol for the Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides that minimizes protodeboronation is described. A combination of catalytic amounts of Pd(OAc)2 and SPhos in conjunction with CsF in isopropanol effectively affords a variety of coupled products. Surprisingly, a dramatic temperature dependence in product selectivity was observed.

Graphical abstract: Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides

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Article information

DOI
https://doi.org/10.1039/C1CC15990A
Article type
Communication
Submitted
26 Sep 2011
Accepted
28 Oct 2011
First published
14 Nov 2011

Chem. Commun., 2012,48, 203-205

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Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides

A. Thakur, K. Zhang and J. Louie, Chem. Commun., 2012, 48, 203 DOI: 10.1039/C1CC15990A

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