Ortho arylation of acetanilides via Pd(II) catalyzed C-H functionalization

ORGN 483

Zhangjie Shi, zshi@pku.edu.cn, The College of Chemistry, Peking University, 202 Chengfu Road 098#, Beijing, 100871, China
As a potential green and efficient process to construct complicated structures from simple and commercial available chemicals, C-H bonds may be functionalized to construct C-C, C-N and C-X bond via Pd-catalyzation.1 We have already reported ortho halogenation with acetamino group as a directing group.2 According to this observation, we further developed remarkable transformations to realize ortho arylation of acetanilides via Pd(II)-catalyzed direct C-H functionalization with aryl silanes and aryl boronic acids. Besides providing a unique way to prepare ortho aryl substituted acetanilides through direct C-H activation, the study has also indicated that C-H bond could be applied for the coupling as a partner under mild condition in general to offer an environmentally friendly way to construct C-C bond.