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Synthesis of thiazolines by copper catalyzed aminobromination of thiohydroximic acids
Bérénice C Lemercier1, Joshua G Pierce
1Department of Chemistry, North Carolina State University , Raleigh, North Carolina 27695, United States.
Abstract:
A copper catalyzed aminobromination of alkene tethered thiohydroximic acids is described, providing a rapid approach to unnatural thiazoline scaffolds not readily available via existing methods. Moderate to high yields of bromothiazolines are obtained with alkyl- and aryl-substituted thiohydroximic acid building blocks containing mono-, di-, and trisubstituted alkenes. The reaction provides high levels of 5-exo selectivity, and terminally monosubstituted alkenes result in predominant syn-diastereoselectivity.
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