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Synfacts 2010(6): 0694-0694  
DOI: 10.1055/s-0029-1219842
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Direct C-H Functionalization of Oxazoles Using Sulfamates and Phosphates

Contributor(s): Paul Knochel, Tobias Thaler
L. Ackermann*, S. Barfüsser, J. Pospech
Georg-August-Universität Göttingen, Germany
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Publication History

Publication Date:
20 May 2010 (online)

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Significance

A novel method featuring palladium-catalyzed C-H cleavage and cross-coupling of 1,3-oxazoles with air-stable and nongenotoxic aryl sulfamates (reported as electrophiles in cross-couplings by Albaneze-Walker et al. Org. Lett. 2009, 11, 1463) and the easily accessible alkenyl and benzyl phosphates is reported. A combination of Pd(OAc)2 and 1,2-bis(diphenylphosphino)-ethane (dppe) was found to be the most efficient catalyst system.