Gold(I)-catalyzed addition of carboxylic acids to internal alkynes in aqueous medium

被引：25
|
作者：
Gonzalez-Liste, Pedro J. [1 ]
Garcia-Garrido, Sergio E. [1 ]
Cadierno, Victorio [1 ]
机构：
[1] Univ Oviedo, Lab Comp Organomet & Catalisis, Ctr Innovac Quim Avanzada ORFEO CINQA, Unidad Asociada,CSIC,Dept Quim Organ & Inorgan,IU, E-33006 Oviedo, Spain
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 07期
关键词：
ENOL ESTERS; GOLD CATALYSIS; TERMINAL ALKYNES; HIGHLY EFFICIENT; INTRAMOLECULAR CYCLIZATION; STEREOSELECTIVE ADDITION; SELECTIVE ADDITION; CYCLOISOMERIZATION; COMPLEXES; ACYLATION;
D O I：
10.1039/c6ob02800d
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report herein the efficient hydro-oxycarbonylation of symmetrical and unsymmetrical internal alkynes with carboxylic acids in water at 60 degrees C, employing the catalytic system [AuCl(PPh3)]/AgOAc (5 mol%). This simple and eco-friendly protocol allows for the synthesis of a wide variety of trisubstituted enol esters (37 examples) in high yields and with complete Z-stereoselectivity. The use of microwave irradiation as an alternative energy source has also been evaluated.
引用
收藏
页码：1670 / 1679
页数：10
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