Palladium-Catalyzed Inter-and Intramolecular α-Arylation of Amides. Application of Intramolecular Amide Arylation to the Synthesis of Oxindoles

KH Shaughnessy, BC Hamann…

Index: Shaughnessy, Kevin H.; Hamann, Blake C.; Hartwig, John F. Journal of Organic Chemistry, 1998 , vol. 63, # 19 p. 6546 - 6553

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Citation Number: 249

Abstract

2A palladium-catalyzed α-arylation of amides is reported. Intermolecular arylation of N, N- dimethylamides and lactams occurs using aryl halides, silylamide base, and a palladium catalyst. Intramolecular arylation of N-(2-halophenyl) amides occurs using alkoxide base and a palladium catalyst. The palladium catalyst was formed in situ from Pd (dba) 2 (dba= trans, trans-dibenzylidene acetone) and BINAP (2, 2'-bis (diphenylphosphino)-1, 1'- ...