Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes

被引：66
|
作者：
Dupuy, Stephanie [1 ]
Gasperini, Danila [1 ]
Nolan, Steven P. [2 ]
机构：
[1] Univ St Andrews, EaStCHEM Sch Chem, St Andrews KY16 9ST, Fife, Scotland
[2] King Saud Univ, Dept Chem, Coll Sci, Riyadh 11451, Saudi Arabia
来源：
ACS Catalysis | 2015年 / 5卷 / 11期
关键词：
gold catalysis; carboxylic acids; internal alkynes; N-heterocyclic carbenes; cooperativity; ACETYLENIC CARBOXYLIC-ACIDS; GOLD-CATALYZED SYNTHESIS; N-HETEROCYCLIC CARBENES; VINYL ESTERS; ENOL ESTERS; SELECTIVE CYCLOISOMERIZATION; INTRAMOLECULAR CYCLIZATION; ANTI-MARKOVNIKOV; GAMMA-ALKYLIDENE; SILVER-FREE;
D O I：
10.1021/acscatal.5b02090
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：
We report the highly efficient gold-catalyzed hydrocarboxylation of internal alkynes that operates under solvent- and silver-free conditions. This new, simple, and eco-friendly protocol allows for the synthesis of a wide variety of functionalized aryl and alkyl enol esters in high yields, with Z-stereospecificity and good regioselectivities and without the requirement for purification by chromatography. This process represents an expedient, operationally simple method for the synthesis of enol esters.
引用
收藏
页码：6918 / 6921
页数：4
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