Synthesis 2012; 44(19): 2999-3002
DOI: 10.1055/s-0031-1290370
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

Novel Synthetic Approach to Arylboronates via Rhodium-Catalyzed Carbon–Cyano Bond Cleavage of Nitriles

Hirotaka Kinuta
a  Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Email: [email protected]
,
Yusuke Kita
a  Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Email: [email protected]
,
Emmanuelle Rémond
a  Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Email: [email protected]
,
Mamoru Tobisu*
b  Center for Atomic and Molecular Technologies, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Email: [email protected]
,
Naoto Chatani*
a  Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 06 April 2012

Accepted: 16 April 2012

Publication Date:
26 June 2012 (online)


Abstract

A new rhodium-catalyzed method for preparing arylboronates from aryl cyanides through the cleavage of carbon–cyano bonds is described. This unprecedented transformation of nitriles allows the use of a cyano group as a boryl equivalent and the regioselective introduction of a boryl group at a late stage of the synthesis.

Supporting Information

 
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