Synthesis of Substituted Pyrroles via Copper-Catalyzed Cyclization of Ethyl Allenoates with Activated Isocyanides

被引：18

作者：

Lu, Kui ^{[1
]}

Ding, Fang ^{[1
]}

Qin, Long ^{[1
]}

Jia, Xiaoliang ^{[1
]}

Xu, Chuanming ^{[1
]}

Zhao, Xia ^{[2
]}

Yao, Qingwei ^{[3
]}

Yu, Peng ^{[1
]}

机构：

[1] Tianjin Univ Sci & Technol, Coll Biotechnol,China Int Sci & Technol Cooperat, Minist Educ,Sino French Joint Lab Food Nutr Safet, Key Lab Ind Microbiol,Tianjin Key Lab Ind Microbi, Tianjin 300457, Peoples R China

[2] Tianjin Normal Univ, Coll Chem, Tianjin 300387, Peoples R China

[3] Sphinx Sci Lab Corp, 2402 Hts Ave, Cody, WY 82414 USA

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2016年 / 11卷 / 15期

基金：

美国国家科学基金会;

关键词：

allenoates; copper; cyclization; isocyanides; pyrrole synthesis; OLIGOSUBSTITUTED PYRROLES; MULTICOMPONENT REACTIONS; REGIOSELECTIVE SYNTHESIS; PHOSPHINE CATALYSIS; EXPEDIENT SYNTHESIS; CYCLOADDITION; ALLENES; CASCADE; ALKYNES; DERIVATIVES;

D O I：

10.1002/asia.201600761

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new method for the synthesis of di- and trisubstituted pyrroles via copper-catalyzed cyclization of ethyl allenoates with activated isocyanides has been developed. In contrast to related annulation reactions previously reported, this new process features a skeletal rearrangement in which the aryl sulfonyl moiety, which functions as the electron-withdrawing group in the -carbon of the isocyanide, was found to migrate to the -carbon of the starting allenoate in the final product for the first time.

引用

页码：2121 / 2125

页数：5

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