Carboxylation of terminal alkynes at ambient CO2 pressure in ethylene carbonate

被引：79

作者：

Yu, Bing ^{[1
,2
]}

Diao, Zhen-Feng ^{[1
,2
]}

Guo, Chun-Xiang ^{[1
,2
]}

Zhong, Chun-Lai ^{[1
,2
]}

He, Liang-Nian ^{[1
,2
]}

Zhao, Ya-Nan ^{[1
,2
]}

Song, Qing-Wen ^{[1
,2
]}

Liu, An-Hua ^{[1
,2
]}

Wang, Jin-Quan ^{[3
]}

机构：

[1] Nankai Univ, State Key Lab, Tianjin 300071, Peoples R China

[2] Nankai Univ, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China

[3] Chinese Acad Sci, Inst Proc Engn, Key Lab Green Proc & Engn, Beijing 100190, Peoples R China

来源：

GREEN CHEMISTRY | 2013年 / 15卷 / 09期

基金：

中国国家自然科学基金;

关键词：

METAL-CATALYZED CARBOXYLATION; C-H CARBOXYLATION; ORGANIC CARBONATES; DIMETHYL CARBONATE; FRIENDLY SOLVENT; DIOXIDE; COPPER(I); CHEMISTRY; ESTERS; BONDS;

D O I：

10.1039/c3gc40896e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The CuI-catalyzed carboxylation of terminal alkynes with CO2 and alkyl halides using ethylene carbonate as the solvent under mild conditions was studied. DFT calculations reveal that the energy barrier for CO2 insertion into the sp-hybridized Cu-C bond could be reduced by employing ethylene carbonate as the solvent. Notably, the procedure was conducted under ambient CO2 pressure without any external ligands. A broad range of substrates with electron-withdrawing groups or electron-donating groups gave the corresponding products in reasonable yields.

引用

页码：2401 / 2407

页数：7

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