Organic Chemistry Portal



Rhodium(I)-Catalyzed Borylation of Nitriles through the Cleavage of Carbon-Cyano Bonds

Mamoru Tobisu*, Hirotaka Kinuta, Yusuke Kita, Emmanuelle Rémond and Naoto Chatani*

*Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Email:,

M. Tobisu, H. Kinuta, Y. Kita, E. Rémond, N. Chatani, J. Am. Chem. Soc., 2012, 134, 115-118.

DOI: 10.1021/ja2095975 (free Supporting Information)

see article for more reactions


The reaction of aryl cyanides with diboron in the presence of a rhodium/Xantphos catalyst and DABCO affords arylboronic esters via carbon-cyano bond cleavage. The reaction allows the regioselective introduction of a boryl group in a late stage of synthesis.

see article for more examples

Key Words

aryl boronates

ID: J48-Y2012-0050