Copper-Catalysed Synthesis of Propargyl Alcohol and Derivatives from Acetylene and other Terminal Alkynes,Advanced Synthesis & Catalysis

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Copper-Catalysed Synthesis of Propargyl Alcohol and Derivatives from Acetylene and other Terminal Alkynes
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2022-06-02 , DOI: 10.1002/adsc.202200369
Nicolai Sitte ₁ , Francesca Ghiringhelli ₂ , Grigory Shevchenko ₃ , Frank Rominger ₄ , A. Stephen K. Hashmi ₅ , Thomas Schaub ₃

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A copper(I)/phosphine system that homogeneously catalyses the alkynylation of formaldehyde with acetylene or terminal alkynes is reported. Using acetylene at atmospheric pressure, the catalyst consisting of <1 mol% copper(I) phenylacetylide and a trialkyl bisphosphine ligand shows a high selectivity towards the formation of propargyl alcohol rather than 1,4-butynediol, which is not reported for common heterogeneous copper acetylide catalysts. The biphasic water/toluene reaction mixture allows the separation of targeted products with the aqueous layer and catalyst recycling via the organic layer.

中文翻译：

乙炔和其他末端炔烃铜催化合成炔丙醇及其衍生物

报道了一种铜 (I)/膦体系，可均匀地催化甲醛与乙炔或末端炔烃的炔基化反应。在大气压下使用乙炔，由 <1 mol% 苯乙炔铜 (I) 和三烷基双膦配体组成的催化剂显示出对形成炔丙醇而不是 1,4-丁炔二醇的高选择性，这对于常见的非均相铜没有报道乙炔催化剂。双相水/甲苯反应混合物允许目标产物与水层分离，催化剂通过有机层再循环。

更新日期：2022-06-02

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