Development of ?,?-Dibrominated Secondary Enamides and Their Application to the Synthesis of 5-Br Oxazoles

Herein, we report a base promoted dibromination of enamides using CBr4 as a bromine source to provide expedient access to beta,beta-dibrominated secondary enamides. Preliminary synthetic application study shows that these novel products can be readily transformed to 5-Br oxazoles via Cu(I) catalyzed intramolecular cyclization in good yields.

Automated summary

In this study, a base promoted dibromination of enamides using CBr4 as a bromine source was reported, providing expedient access to beta,beta-dibrominated secondary enamides. The synthetic application study showed that these novel products can be readily transformed to 5-Br oxazoles via Cu(I) catalyzed intramolecular cyclization in good yields.