Synfacts 2010(1): 0024-0024  
DOI: 10.1055/s-0029-1218461
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Cs2CO3-Promoted Synthesis of Substituted Oxazoles

Contributor(s): Victor Snieckus, Johnathan Board
N. Yasmin, J. K. Ray*
Indian Institute of Technology, Kharagpur, India
Further Information

Publication History

Publication Date:
21 December 2009 (online)

Significance

Reported is the cesium carbonate mediated synthesis of substituted oxazoles from the reaction of aromatic or cinnamic amides with 2,3-dibromopropene. Although the reaction was very successful with 2,3-dibromopropene, the ­results varied when substituted analogues were used. Thus, 1,2-dibromo-2-butene yielded the ­expected 5-ethyl-2-phenyloxazole (A), but 1,2-dibromo-2-octene and (2,3-dibromopropenyl)benzene both produced alkynes B as products.