Copper (II)-Catalyzed Indolizines Formation Followed by Dehydrogenative Functionalization Cascade to Synthesize 1-Bromoindolizines

F Wang, Y Shen, H Hu, X Wang, H Wu…

Index: Sun, Jinwei; Wang, Fuyao; Hu, Huayou; Wang, Xiangshan; Wu, Hui; Liu, Yun Journal of Organic Chemistry, 2014 , vol. 79, # 9 p. 3992 - 3998

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Citation Number: 11

Abstract

A one-pot, three-component cascade reaction between pyridine, α-acylmethylbromide, and maleic anhydride leading to direct access of 1-bromoindolizines in high yields has been developed. This protocol is accomplished via a reaction sequence of 1, 3-dipolar cycloaddition of the pyridinium ylide with maleic anhydride, oxidative decarboxylation of the primary cycloadduct, and dehydrogenative bromination of the resulting 1-unsubstituted ...