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通过未活化烯烃的无过渡金属芳基三氟甲基化反应合成含CFCH的二氢吲哚

Synthesis of CFCH-Containing Indolines by Transition-Metal-Free Aryltrifluoromethylation of Unactivated Alkenes.

作者信息

Liang Deqiang, Dong Qishan, Xu Penghui, Dong Ying, Li Weili, Ma Yinhai

机构信息

Department of Chemistry , Kunming University , Kunming 650214 , China.

Yunnan Engineering Technology Research Center for Plastic Films , Kunming 650214 , China.

出版信息

J Org Chem. 2018 Oct 5;83(19):11978-11986. doi: 10.1021/acs.joc.8b01861. Epub 2018 Sep 17.

Abstract

With an unactivated double bond as the radical acceptor, allyl amines underwent a metal-free trifluoromethylation/cyclization cascade with CFSONa (Langlois' reagent), affording CFCH-containing indolines and tetrahydroisoquinolines, whose practical syntheses are significant challenges. This protocol features mild conditions, low cost, and a broad substrate scope.

摘要

以未活化的双键作为自由基受体,烯丙基胺与CFSONa(朗格卢瓦试剂)发生无金属三氟甲基化/环化串联反应,得到含CFCH的二氢吲哚和四氢异喹啉,其实际合成是重大挑战。该方法具有条件温和、成本低和底物范围广的特点。

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