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Synfacts 2008(5): 0515-0515  
DOI: 10.1055/s-2008-1072526
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Carbonylation of Aryl Tosylates and Mesylates

Contributor(s): Paul Knochel, Tobias Thaler
R. H. Munday, J. R. Martinelli, S. L. Buchwald*
Massachusetts Institute of Technology, Cambridge, USA
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Publication History

Publication Date:
23 April 2008 (online)

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Significance

A mild and general procedure for the Heck carbonylation of aryl tosylates and mesylates is reported. The reaction can be carried out at atmospheric pressure of carbon monoxide by the use of air-stable dccp·2HBF4 as ligand. The reaction proceeds with a high functional group tolerance and can thus be applied to a wide spectrum of substrates. Both secondary and primary alcohols were successfully used in this reaction.