Palladium-Catalyzed Oxidative Acetoxylation of Benzylic C–H Bond Using Bidentate Auxiliary

L Ju, J Yao, Z Wu, Z Liu, Y Zhang

Index: Ju, Long; Yao, Jinzhong; Wu, Zaihong; Liu, Zhanxiang; Zhang, Yuhong Journal of Organic Chemistry, 2013 , vol. 78, # 21 p. 10821 - 10831

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Citation Number: 47

Abstract

Pd (OAc) 2-catalyzed oxidative acetoxylation of benzylic C–H bonds utilizing a bidentate system has been explored. A variety of picolinoyl-or quinoline-2-carbonyl-protected toluidine derivatives react with PhI (OAc) 2 in the presence of Pd (OAc) 2 to afford the acetoxylated products in synthetically useful yields. A broad of functionalities, such as CH3, F, Cl, Br, I, COCH3, CO2Et, SO2CH3, and NO2, were tolerated. This transformation provides easy ...