Organic letters

Palladium-catalyzed desulfitative cross-coupling reaction of sodium sulfinates with benzyl chlorides

F Zhao, Q Tan, F Xiao, S Zhang, GJ Deng

Index: Zhao, Feng; Tan, Qi; Xiao, Fuhong; Zhang, Shufeng; Deng, Guo-Jun Organic Letters, 2013 , vol. 15, # 7 p. 1520 - 1523

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Citation Number: 52

Abstract

We began our study by examining the reaction of benzyl chloride (1a) with p-toluenesulfinic acid sodium salt (2a) in dioxane by using Pd(OAc) 2 /PPh 3 as catalyst and Na 2 CO 3 as base. When benzyl chloride reacted with an equal amount of 2a under air, the desired product was obtained in 45% yield as detected by GC–MS and 1 H NMR methods (Table 1, entry 1). Then various palladium salts were investigated for this reaction under similar reaction conditions. Similar yields ...

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