Transition Metal-Free Synthesis of 3-Alkynylpyrrole-2-carboxylates via Michael Addition/Intramolecular Cyclodehydration

被引：31

作者：

Teng, Qing-hu ^{[1
]}

Xu, Yan-li ^{[2
]}

Liang, Ying ^{[3
]}

Wang, Heng-shan ^{[1
]}

Wang, Ying-chun ^{[1
]}

Pan, Ying-ming ^{[1
]}

机构：

[1] Guangxi Normal Univ, Minist Educ China, Sch Chem & Pharmaceut Sci, Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Peoples R China

[2] Guilin Med Univ, Coll Pharm, Guilin 541004, Peoples R China

[3] Guilin Univ Elect Technol, Sch Life & Environm Sci, Guilin 541004, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2016年 / 358卷 / 12期

基金：

中国国家自然科学基金;

关键词：

3-alkynylpyrrole-2-carboxylates; 2-aminoacetophenones; diynones; glycine esters; REGIOSELECTIVE SYNTHESIS; LINEAR TETRAPYRROLES; INHIBITORY-ACTIVITY; IODONIUM IONS; C-C; PYRROLES; BENZOFURAN; DERIVATIVES; CYCLIZATION; AGELADINE;

D O I：

10.1002/adsc.201501073

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A transition metal-free and efficient method for the synthesis of 3-alkynylpyrrole-2-carboxylates from diynones and glycine esters or 2-aminoacetophenone hydrochloride has been developed. This transformation provides a large range of substituted pyrroles in good to excellent yields with the elimination of water as the only by-product. The detailed mechanistic studies elucidated that this transformation involves a Michael addition/intramolecular cyclodehydration process.

引用

页码：1897 / 1902

页数：6

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