H2O as the Hydrogen Donor: Stereo-Selective Synthesis of E- and Z-Alkenes by Palladium-Catalyzed Semihydrogenation of Alkynes

被引：4

作者：

Shi, Jianwu ^{[1
]}

Ye, Taowen ^{[1
]}

Dong, Jin ^{[1
]}

Liu, Aifen ^{[1
]}

Xu, Tong ^{[1
]}

Tai, Mingliang ^{[1
]}

Zhang, Lei ^{[1
]}

Wang, Chengniu ^{[1
]}

机构：

[1] Nantong Univ, Inst Interdisciplinary Integrat Med Res, Sch Med, Nantong 226001, Peoples R China

来源：

ACS OMEGA | 2023年 / 8卷 / 12期

基金：

中国国家自然科学基金;

关键词：

CROSS-COUPLING REACTION; SELECTIVE SEMIHYDROGENATION; TRANS-HYDROGENATION; STEREODIVERGENT SEMIHYDROGENATION; ENVIRONMENTALLY BENIGN; CONVENIENT CONVERSION; TERMINAL ACETYLENES; INTERNAL ACETYLENES; E/Z SELECTIVITY; CIS-OLEFINS;

D O I：

10.1021/acsomega.3c00287

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It is very desirable to develop a facile controllable method for selective semihydrogenation of alkynes to alkenes with a cheap and safe hydrogen donor but remains a big challenge. H2O is one of the best choices of the transfer hydrogenation agent of the world, and the development of methods for synthesizing E- and Z-alkenes using H2O as the hydrogen source is worthwhile. In this article, a palladium-catalyzed synthesis of E- and Z-alkenes from alkynes using H2O as the hydrogenation agent was reported. The use of di-tert-butylphosphinous chloride (t-Bu2PCl) and triethanolamine/sodium acetate (TEOA/NaOAc) was essential for the stereo-selective semihydrogenation of alkynes. The general applicability of this procedure was highlighted by the synthesis of more than 48 alkenes, with good yields and high stereoselectivities.

引用

页码：11492 / 11502

页数：11

共 26 条

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