N-Heterocyclic carbene-palladium (II)-1-methylimidazole complex catalyzed α-arylation of oxindoles with aryl chlorides and aerobic oxidation of the products in a one- …

ZK Xiao, HY Yin, LX Shao

Index: Xiao, Zheng-Kang; Yin, Hui-Ying; Shao, Li-Xiong Organic Letters, 2013 , vol. 15, # 6 p. 1254 - 1257

Full Text: HTML

Citation Number: 27

Abstract

NHC-Pd (II)-Im complex 1 was found to be an effective catalyst for the α-arylation of unprotected oxindoles with aryl chlorides to give products 4 in 44–98% yields under a N2 atmosphere. Furthermore, if the reactions were first performed under conditions identical to those for the α-arylation reaction for 12 h and then exposed to air for another 3 h, 3-aryl-3- hydroxy-2-oxindoles 5 can be obtained in 49–84% yields in a one-pot procedure.