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: Rout, Saroj Kumar; Guin, Srimanta; Banerjee, Arghya; Khatun, Nilufa; Gogoi, Anupal; Patel, Bhisma K. Organic Letters, 2013 , vol. 15, # 16 p. 4106 - 4109

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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.