Organic letters

Pd (II)-catalyzed intermolecular arylation of unactivated C (sp3)–H bonds with aryl bromides enabled by 8-aminoquinoline auxiliary

Y Wei, H Tang, X Cong, B Rao, C Wu, X Zeng

Index: Wei, Yu; Tang, Huarong; Cong, Xuefeng; Rao, Bin; Wu, Chao; Zeng, Xiaoming Organic Letters, 2014 , vol. 16, # 8 p. 2248 - 2251

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Citation Number: 49

Abstract

An example of using readily available, less reactive aryl bromides as arylating reagents in the Pd (II)-catalyzed intermolecular arylation of unactivated C (sp3)–H bonds is described. This reaction was promoted by a crucial 8-aminoquinolinyl directing group and a K2CO3 base, enabling regiospecific installation of an aryl scaffold at the β-position of carboxamides. A mechanistic study by DFT calculations reveals a C (sp3)–H activation-led pathway ...