在无铜、无胺和无溶剂条件下的改良钯催化Sonogashira交叉偶联反应。

Modified palladium-catalyzed Sonogashira cross-coupling reactions under copper-, amine-, and solvent-free conditions.

作者信息

Liang Yun, Xie Ye-Xiang, Li Jin-Heng

机构信息

Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China.

出版信息

J Org Chem. 2006 Jan 6;71(1):379-81. doi: 10.1021/jo051882t.

DOI:10.1021/jo051882t

PMID:16388664

Abstract

[reaction: see text] PdCl2(PPh3)2 combined with TBAF under solvent-free conditions provided general and fast Sonogashira cross-coupling reactions of aryl halides with terminal alkynes. In particular, this protocol could be applied to the reactions of deactivated aryl chlorides. In the presence of 3 mol % of PdCl2(PPh3)2 and 3 equiv of TBAF, a number of ArX species (X = I, Br, Cl) were coupled with alkynes to afford the corresponding products in moderate to excellent yields under copper-, amine-, and solvent-free conditions.

摘要

[反应：见正文] 在无溶剂条件下，二氯二(三苯基膦)钯与四丁基氟化铵相结合，实现了芳基卤化物与末端炔烃的通用且快速的Sonogashira交叉偶联反应。特别地，该方法可应用于钝化芳基氯的反应。在3 mol%的二氯二(三苯基膦)钯和3当量的四丁基氟化铵存在下，多种ArX物种（X = I、Br、Cl）在无铜、无胺和无溶剂条件下与炔烃偶联，以中等至优异的产率得到相应产物。