铜催化 N-苄基丙烯酰胺的分子内三氟甲基化与去芳构化反应：构建含 CF3 的 2-氮杂螺[4.5]癸烷。

Copper-catalyzed intramolecular trifluoromethylation of N-benzylacrylamides coupled with dearomatization: access to CF3-containing 2-azaspiro[4.5]decanes.

机构信息

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , Tianjin 300071, China.

出版信息

Org Lett. 2014 Jun 20;16(12):3188-91. doi: 10.1021/ol501054c. Epub 2014 Jun 5.

DOI:10.1021/ol501054c

PMID:24901480

Abstract

Copper-catalyzed intramolecular trifluoromethylation of N-benzylacrylamides coupled with dearomatization was achieved and used to regiospecifically construct a variety of trifluoromethylated 2-azaspiro[4.5]decanes bearing adjacent quaternary stereocenters under mild conditions in moderate to excellent yields.

摘要

铜催化的 N-苄基丙烯酰胺的分子内三氟甲基化反应与去芳构化偶联，在温和条件下以中等至优异的收率实现了区域选择性构建多种相邻季立体中心的三氟甲基化 2-氮杂螺[4.5]癸烷。