Sonogashira cross-coupling in a designer ionic liquid (IL) without copper, external base, or additive, and with recycling and reuse of the IL

Document Type

Article

Publication Date

7-13-2015

Abstract

Application of a piperidine-appended dimethyl-imidazolium-NTf2 ionic liquid as dual solvent and base in the Sonogashira cross-coupling reaction of aryl-iodides with terminal acetylenes under mild conditions has been demonstrated. The method employs PdCl2(PPh3)2 without copper and external base. It is applicable to the synthesis of SF5-substituted diaryl- and aryl-alkyl-acetylenes, and can also be utilized for efficient homo-coupling of terminal acetylenes under aerobic conditions. The potential for recycling and reuse of this designer-IL offers an added advantage.

Publication Title

Tetrahedron Letters

Volume

56

Issue

33

First Page

4807

Last Page

4810

Digital Object Identifier (DOI)

10.1016/j.tetlet.2015.06.067

ISSN

00404039

E-ISSN

18733581

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