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One-Pot Procedure for the Synthesis of Unsymmetrical Diarylalkynes

Ren Severin, Jessica Reimer and Sven Doye*

*Institut für Reine und Angewandte Chemie, Universität Oldenburg, Carl-von-Ossietzky-Strasse 9-11, 26111 Oldenburg, Germany, Email:

R. Severin, J. Reimer, S. Doye, J. Org. Chem., 2010, 75, 3518-3521.

DOI: 10.1021/jo100460v (free Supporting Information)


Unsymmetrical diarylalkynes are accessible by a one-pot procedure from two different aryl halides and (trimethylsilyl)acetylene. A Pd/Cu-catalyzed Sonogashira coupling of an aryl halide with (trimethylsilyl)acetylene is followed by desilylation of the formed aryl(trimethylsilyl)acetylene with aqueous potassium hydroxide and a second Sonogashira coupling with an aryl iodide.

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Key Words

Sonogashira Coupling, Alkynylation

ID: J42-Y2010-1450