Transition Metal-Free Synthesis of Pinacol Arylboronate: Regioselective Boronation of 1,3-Disubstituted Benzenes
Yan Wang A , Le Wang A , Ling-Yan Chen A , Pinaki S. Bhadury A and Zhihua Sun A B
+ Author Affiliations
- Author Affiliations
A College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai, 201620, China.
B Corresponding author. Email: sungaris@gmail.com
Australian Journal of Chemistry 67(4) 675-678 https://doi.org/10.1071/CH13642
Submitted: 20 November 2013 Accepted: 13 December 2013 Published: 17 January 2014
Abstract
The regioselective synthesis of pinacol arylboronate has been achieved from 1,3-disubstituted benzene through directed ortho-metallation (DoM)–borylation sequence. A wide range of substituents and borylating reagents were investigated. In situ lithiation and subsequent boronation predominantly occurred at the ortho-position to afford the desired products in moderate yields.
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