Gold and Palladium Combined for the Sonogashira Coupling of Aryl and Heteroaryl Halides

Biswajit Panda; Tarun K. Sarkar

doi:10.1055/s-0032-1318119

Synthesis, Inhaltsverzeichnis

Synthesis 2013; 45(6): 817-829
DOI: 10.1055/s-0032-1318119

paper

Gold and Palladium Combined for the Sonogashira Coupling of Aryl and Heteroaryl Halides

Biswajit Panda

Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India Fax: +91(3222)282251 eMail: tksr@chem.iitkgp.ernet.in

,

Tarun K. Sarkar*

Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India Fax: +91(3222)282251 eMail: tksr@chem.iitkgp.ernet.in

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Abstract

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Abstract

A highly efficient gold and palladium combined methodology for the Sonogashira coupling of a wide array of electronically and structurally diverse aryl and heteroaryl halides is described. The orthogonal reactivity of the two metals shows high selectivity and extreme functional group tolerance in Sonogashira coupling. A brief mechanistic study reveals that the gold acetylide intermediate enters into the palladium catalytic cycle at the transmetalation step.

Key words

gold catalysis - cross-coupling - Sonogashira coupling - gold–palladium combined

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Referenzen

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