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Synthesis of Biaryls via Benzylic C–C Bond Cleavage of Styrenes and Benzyl Alcohols

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journal contribution
posted on 06.11.2015, 00:00 by Arvind Kumar, Bhahwal Ali Shah
A metal-free oxidative coupling of styrenes and benzyl alcohols with arenes has been developed for the synthesis of biaryls. The reaction features a conspicuous benzylic C–C bond cleavage of styrenes and benzyl alcohols. The reaction with both substrates proceeds through a common aldehydic intermediate formed through oxidative C–C bond cleavage of alkene and oxidation of benzyl alcohols. The reaction proceeds efficiently over a broad range of substrates with excellent functional group tolerance.