Carbon− Carbon Formation via Ni-Catalyzed Suzuki− Miyaura Coupling through C− CN Bond Cleavage of Aryl Nitrile

…, M Yu, BT Guan, BJ Li, Y Zheng, ZH Wu, ZJ Shi

Index: Yu, Da-Gang; Yu, Miao; Guan, Bing-Tao; Li, Bi-Jie; Zheng, Yang; Wu, Zhen-Hua; Shi, Zhang-Jie Organic Letters, 2009 , vol. 11, # 15 p. 3374 - 3377

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Citation Number: 70

Abstract

To our interest, when we studied Ni-catalyzed C−O cleavage of aryl carboxylate to cross couple with boroxine 2a,(8) in the presence of a cyano group on substrate 1, two different coupling products were isolated in comparable yields (Scheme 1). It implied that the same condition not only activated the aryl C−O bond but also induced the cross coupling between arylnitriles and phenylboroxine. This observation also showed the potential ability of aryl boroxine to ...