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.

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页码：1670 / 1679

页数：10

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