Organic Chemistry Portal

Abstracts

Search:

Simple Conversion of Enamines to 2H-Azirines and Their Rearrangements under Thermal Conditions

Xiaoxun Li, Yunfei Du*, Zhidan Liang, Xiangke Li, Yan Pan and Kang Zhao

*Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China, Email: duyunfeiertju.edu.cn

X. Li, Y. Du, Z. Liang, X. Li, Y. Pan, K. Zhao, Org. Lett., 2009, 11, 2643-2646.

DOI: 10.1021/ol9006663 (free Supporting Information)


see article for more examples

Abstract

Various substituted enamine derivatives can be conveniently converted to the corresponding 2H-azirines mediated by phenyliodine (III) diacetate (PIDA). The formed 2-aryl-2H-azirines allow the synthesis of indole-3-carbonitriles or isoxazoles via thermal rearrangements.

see article for more reactions

see article for more examples



Key Words

2H-azirines, phenyliodine (III) diacetate, indoles


ID: J54-Y2009-1820