Dual-Functionalization of Alkynes via Copper-Catalyzed Carbene/Alkyne Metathesis: A Direct Access to the 4-Carboxyl Quinolines

被引：73

作者：

Yao, Ruwei ^{[1
]}

Rong, Guangwei ^{[1
]}

Yan, Bin ^{[2
]}

Qiu, Lihua ^{[1
]}

Xu, Xinfang ^{[1
,2
]}

机构：

[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China

[2] Jinghua Anticanc Pharmaceut Engn Ctr, Nantong 226407, Peoples R China

来源：

ACS CATALYSIS | 2016年 / 6卷 / 02期

关键词：

diazo compound; azide; alkyne functionalization; carbene/alkyne metathesis; cascade reaction; quinoline; DIHYDROOROTATE DEHYDROGENASE DHODH; FORMAL 3+2 CYCLOADDITION; C-H FUNCTIONALIZATION; CASCADE REACTIONS; SITE-SELECTIVITY; METAL CARBENE; INHIBITORS; DERIVATIVES; INSERTION; CONSTRUCTION;

D O I：

10.1021/acscatal.5b02648

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A copper-catalyzed novel carbene/alkyne metathesis cascade reaction with alkyne-tethered diazo compounds is described. The whole transformation features a dual-functionalization of alkyne to install one C=N and one C=C bond on each carbon with azide and diazo groups, respectively, in one reaction, which represents a practical synthetic alternative to the multisubstituted 4-carboxyl quinoline derivatives and with most of them in high to excellent yields.

引用

页码：1024 / 1027

页数：4

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