Copper-Catalyzed Synthesis of Indol-3-yl α-(Difluoromethyl)-α-(trifluoromethyl)carbinols: Construction of Difluoromethylated sp3 Carbon Centers

被引：21

作者：

Zhang, Yunxiao ^{[1
]}

Yan, Weitao ^{[1
]}

Wang, Yukang ^{[1
]}

Weng, Zhiqiang ^{[1
]}

机构：

[1] Fuzhou Univ, State Key Lab Photocatalysis Energy & Environm, Coll Chem, Fuzhou 350108, Fujian, Peoples R China

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 19期

基金：

中国国家自然科学基金;

关键词：

FREE ELECTROPHILIC TRIFLUOROMETHYLTHIOLATION; INDOLES; HYDROXYALKYLATION; DERIVATIVES; ACTIVATION; KETONES; ROUTE; ACIDS;

D O I：

10.1021/acs.orglett.7b02828

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient copper-catalyzed synthesis of indol-3-yl alpha-(difluoromethyl)-alpha-(trifluoromethyl)carbinols is developed. The reaction proceeds in good to excellent yields through a Friedel Crafts-type mechanism, and a variety of indoles with commonly occurring functional groups such as formyl, cyano, nitro, alkyloxide, and halogen are well tolerated. In addition, these carbinol products are readily transformed into diversified difluoromethylated dinitrile indol-3-yl derivatives. This strategy provides a general synthetic method for ready construction of difluoromethylated sp(3) carbon centers.

引用

页码：5478 / 5481

页数：4

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