TFA-Mediated DMSO-Participant Sequential Oxidation/1,3-Dipolar Cycloaddition Cascade of Pyridinium Ylides for the Assembly of Indolizines

被引：54

作者：

Shu, Wen-Ming ^{[1
]}

He, Jian-Xin ^{[1
]}

Zhang, Xun-Fang ^{[1
]}

Wang, Shuai ^{[1
]}

Wu, An-Xin ^{[2
]}

机构：

[1] Yangtze Univ, Coll Chem & Environm Engn, Jingzhou 434023, Peoples R China

[2] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 05期

基金：

中国国家自然科学基金;

关键词：

DIMETHYL-SULFOXIDE; 3-COMPONENT SYNTHESIS; METHYL KETONES; METHYLENATION; EFFICIENT; CYCLIZATION; ANNULATION; QUINOLINES; ANILINES; ALKENES;

D O I：

10.1021/acs.joc.8b02755

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A trifluoroacetic acid (TFA)-mediated cascade oxidation/1,3-dipolar cycloaddition reaction of stabilized pyridinium salts with dimethyl sulfoxide (DMSO) has been developed in the presence of K2S2O8 and trimethylethylenediamine (TMEDA). In this transition-metal-free reaction, DMSO acts as a one-carbon source, thus providing a convenient method for the efficient and direct synthesis of various indolizine derivatives.

引用

页码：2962 / 2968

页数：7

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