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Synfacts 2009(11): 1257-1257  
DOI: 10.1055/s-0029-1218048
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Pd-Catalyzed Direct Alkynylation of C-H Bonds in Benzenes

Contributor(s): Paul Knochel, Andreas J. Wagner
M. Tobisu*, Y. Ano, N. Chatani*
Osaka University, Japan
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Publication History

Publication Date:
22 October 2009 (online)

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Significance

A palladium-catalyzed ortho-alkynylation of aromatic C-H bonds in anilides is described. The resulting silylated aromatic alkynes can be readily deprotected to be subsequently used in Sonogashira-type reactions. This new methodology demonstrates functional group tolerance and affords the respective ortho-alkynylated anilides in good to very good yields.