The conversion of aromatic and aliphatic propargyl imidates to 4-methylene-4,5-dihydrooxazoles is catalyzed by CuI without concomitant aromatization. The reactions proceed in high yield and purity without chromatography or the use of inert/moisture-free atmospheres. Several mechanistic experiments will be presented which suggest the intermediacy of a copper (I) acetylide. The utility of these easily-accessible compounds in the synthesis of substituted oxazoles will also be presented.<br/>

Copper-catalyzed synthesis of 4-methylene-4,5-dihydrooxazoles

256th National Meeting (2018)

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