(<i>E</i>)-5-[Bromo(phenyl)methylene]-4-phenyl-2-(<i>p</i>-tolyl)-4,5-dihydrooxazole

Abstract

One-pot synthesis of (E)-5-[bromo(phenyl)methylene]-4-phenyl-2-(p-tolyl)-4,5-dihydrooxazole (9) from propargylic alcohol 5 and p-toluamide (6) was achieved via gold(III)-catalyzed propargylic substitution, followed by gold(III)-catalyzed bromocyclization. The structure of 9 was confirmed by an X-ray crystallographic analysis.

Keywords

• gold catalyst
• propargylic substitution
• bromocyclization