Nucleophilic trifluoromethylation of azinium salts with Zn(CF3)2•bPY

被引：3

作者：

Pan, Shitao ^{[1
]}

Wang, Xiu ^{[1
]}

Ni, Chuanfa ^{[1
]}

Hu, Jinbo ^{[1
]}

机构：

[1] Chinese Acad Sci, Univ Chinese Acad Sci, Ctr Excellence Mol Synth, Shanghai Inst Organ Chem,Key Lab Organofluorine C, 345 Ling Ling Rd, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON | 2021年 / 100卷

基金：

中国国家自然科学基金;

关键词：

(Trifluoromethyl)zinc reagent; Trifluoromethylation; Nucleophilic addition; Azinium salts; COPPER-CATALYZED TRIFLUOROMETHYLATION; FLUORINE; SUBSTITUTION; ALDIMINES; HYDROGEN; ALKYNES; AZINES; ARYL;

D O I：

10.1016/j.tet.2021.132477

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(Trifluoromethyl)zinc complexes have been widely used in metal-mediated trifluoromethylation reactions. However, direct nucleophilic addition with a (trifluoromethyl)zinc complex is rare. In this article, we describe an unprecedented trifluoromethylation of azinium salts using Zn(CF3)(2)center dot bpy as CF3 source, giving 1-(4-methoxybenzyl)-2-(trifluoromethyl)-1,2-dihydroquinolines as products. The latter species were further transformed to 2-trifluoromethylquinolines under oxidative conditions. This work also shows that ligands play an important role in tuning the reactivity of (trifluoromethyl)zinc complexes. (C) 2021 Elsevier Ltd. All rights reserved.

引用

页数：8

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