One-pot synthesis of 2-amino-3,4-dicyanopyridines from ketoximes and tetracyanoethylene via Cu(I)-catalyzed cyclization

被引：7

作者：

Han, Ziwei ^{[1
]}

Lv, Jianguang ^{[1
]}

Zhang, Jianmin ^{[1
,2
]}

机构：

[1] Shanghai Univ, Coll Sci, Dept Chem, Shanghai 200444, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON | 2019年 / 75卷 / 14期

关键词：

Tetracyanoethylene; Radical cyclization; Ketoximes; Copper-catalyzed; One-pot synthesis; COPPER-CATALYZED CYCLIZATION; C-H FUNCTIONALIZATION; SOLVENT-FREE REACTION; EFFICIENT SYNTHESIS; FACILE SYNTHESIS; AMINATION; DERIVATIVES; COMPLEX; OXIMES; METAL;

D O I：

10.1016/j.tet.2019.02.032

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel approach to 2-amino-3,4-dicyanopyridines has been discovered from Cu(I)-catalyzed cyclizations of simple and easily available ketoximes and tetracyanoethylene (TCNE). The complexed radical mechanism involves cleavage of several O-H/N-O/C-H bonds, and new C-C/C-N bonds formation. A wide variety of substrates with different functional groups could be smoothly converted into the corresponding products in moderate yields. (C) 2019 Elsevier Ltd. All rights reserved.

引用

页码：2162 / 2168

页数：7

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