A Metal-Free Synthesis of 3-Phenoxyimidazo Heterocycles by Catalytic Oxidative Cyclization of 2-Amino-azaarenes with Lignin Models

被引：8

作者：

Chen, Yizhou ^{[1
]}

Wang, Shanlu ^{[1
]}

Zhao, Li ^{[1
,2
]}

Rong, Chenyan ^{[1
]}

Liu, Tong ^{[1
]}

Sun, Han ^{[1
]}

Wang, Yuping ^{[1
]}

Zhang, Jian ^{[1
]}

Zhong, Guofu ^{[1
]}

机构：

[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China

[2] Hangzhou Normal Univ, Key Lab Organosilicon Chem & Mat Technol, Minist Educ, Hangzhou 311121, Zhejiang, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2018年 / 50卷 / 16期

基金：

中国国家自然科学基金;

关键词：

metal-free; oxidative cyclization; lignin model; 2-phenoxyacetophenone; imidazo[1,2-a]pyridine; benzo[d]imidazo[2,1-b]thiazole; ELECTRON-DEFICIENT ALKENES; CROSS-COUPLING REACTION; O BOND-CLEAVAGE; ONE-POT SYNTHESIS; C-O; DIRECT ARYLATION; ACCESS; ARYL; IMIDAZOHETEROCYCLES; 2-AMINOPYRIDINES;

D O I：

10.1055/s-0037-1610139

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A metal-free catalytic oxidative cyclization of 2-aminopyridines and 2-aminobenzothiazole with lignin model 2-phenoxyacetophenones was developed, in which inexpensive iodine was used as the catalyst and tert -butyl hydroperoxide (TBHP) was the oxidant. The reaction proceeded smoothly under an air atmosphere to produce valuable 3-phenoxyimidazo[1,2- a ]pyridines and 3-phenoxybenzo[ d ]imidazo[2,1- b ]thiazoles, respectively, in moderate to good yields.

引用

页码：3169 / 3176

页数：8

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