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一种通向香豆素的新型钯催化双羰基化过程。

A novel palladium-catalyzed dicarbonylation process leading to coumarins.

作者信息

Gabriele Bartolo, Mancuso Raffaella, Salerno Giuseppe, Plastina Pierluigi

机构信息

Dipartimento di Scienze Farmaceutiche, Università della Calabria, 87036 Arcavacata di Rende, Cosenza, Italy.

出版信息

J Org Chem. 2008 Jan 18;73(2):756-9. doi: 10.1021/jo702243m. Epub 2007 Dec 14.

Abstract

A novel approach to coumarin derivatives has been developed starting from readily available 2-(1-hydroxyprop-2-ynyl)phenols, based on an unprecedented palladium-catalyzed dicarbonylation process. Reactions were carried out in the presence of catalytic amounts of PdI2 in conjunction with an excess of KI in MeOH as the solvent at room temperature and under 90 atm of CO to give 3-[(methoxycarbonyl)methyl]coumarins in good to high isolated yields (62-87%).

摘要

从容易获得的2-(1-羟基丙-2-炔基)苯酚出发,基于前所未有的钯催化双羰基化过程,开发了一种制备香豆素衍生物的新方法。反应在催化量的PdI₂与过量KI存在下,以甲醇为溶剂,在室温及90个大气压的CO条件下进行,以良好至较高的分离产率(62-87%)得到3-[(甲氧基羰基)甲基]香豆素。

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