Copper-catalyzed oxidative dehydrogenative carboxylation of unactivated alkanes to allylic esters via alkenes

BL Tran, M Driess, JF Hartwig

Index: Tran, Ba L.; Li, Bijie; Driess, Matthias; Hartwig, John F. Journal of the American Chemical Society, 2014 , vol. 136, # 6 p. 2555 - 2563

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Citation Number: 21

Abstract

We report copper-catalyzed oxidative dehydrogenative carboxylation (ODC) of unactivated alkanes with various substituted benzoic acids to produce the corresponding allylic esters. Spectroscopic studies (EPR, UV–vis) revealed that the resting state of the catalyst is [(BPI) Cu (O2CPh)](1-O 2 CPh), formed from [(BPI) Cu (PPh3) 2], oxidant, and benzoic acid. Catalytic and stoichiometric reactions of 1-O 2 CPh with alkyl radicals and radical probes ...