TfNHNHBoc as a Trifluoromethylating Agent for Vicinal Difunctionalization of Terminal Alkenes

被引：68

作者：

Guo, Jing-Yu ^{[1
]}

Wu, Ruo-Xin ^{[1
]}

Jin, Ji-Kang ^{[1
]}

Tian, Shi-Kai ^{[1
]}

机构：

[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 15期

基金：

中国国家自然科学基金;

关键词：

COPPER-CATALYZED TRIFLUOROMETHYLATION; TRANSFER RADICAL-ADDITION; PRIMARY ALLYLIC AMINES; SULFONYL HYDRAZIDES; ACTIVATED ALKENES; ARYLSULFONYL HYDRAZIDES; SODIUM TRIFLUOROMETHANESULFINATE; REGIOSELECTIVE SULFENYLATION; STEREOSELECTIVE-SYNTHESIS; OXINDOLES BEARING;

D O I：

10.1021/acs.orglett.6b01862

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unprecedented application of trifluoromethanesulfonyl hydrazides as trifluoromethylating agents has been demonstrated in two vicinal difunctionalization reactions of terminal alkenes: the copper-catalyzed three-component vicinal chlorotrifluoromethylation of arylakenes with TfNHNHBoc and NaCl and the tandem trifluorornethylation/cyclization of N-arylacrylamides with TfNHNHBoc. The reactions, proceeded in the presence of inexpensive oxidants under mild conditions and provided a range of structurally diverse trifluoromethyl-containing compounds with high regioselectivity.

引用

页码：3850 / 3853

页数：4

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