Organic letters

Copper-catalyzed esterification of alkylbenzenes with cyclic ethers and cycloalkanes via C (sp3)–H activation following cross-dehydrogenative coupling

SK Rout, S Guin, W Ali, A Gogoi, BK Patel

Index: Majji, Ganesh; Guin, Srimanta; Gogoi, Anupal; Rout, Saroj Kumar; Patel, Bhisma K. Chemical Communications, 2013 , vol. 49, # 29 p. 3031 - 3033

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Citation Number: 70

Abstract

A copper-catalyzed cross-dehydrogenative coupling strategy has been developed for the synthesis of two classes of esters from simple solvents. The reaction of methylarenes with cyclic ethers resulted in α-acyloxy ethers involving four sp3 C–H cleavages, while treatment of methylarenes with cycloalkanes led to the formation of allyl esters at the expense of six consecutive sp3 C–H bonds.