Novel One-Pot Synthesis of Functionalized (Z)-2-Arylvinyl Bromides

Abstract

A novel and versatile one-pot synthesis of functionalized (Z)-2-arylvinyl bromides was developed. The new procedure involved microwave-induced debrominative decarboxylation of cinnamic acid dibromide with Et₃N and subsequent esterification in the presence of dicyclohexyl carbodiimide (DCC) and dimethyl-aminopyridine (DMAP).

Keywords:

• (Z)-2-Arylvinyl bromides
• debrominative decarboxylation
• esterification
• one-pot synthesis

ACKNOWLEDGMENTS

The work was supported by the Natural Science Foundation of Shanghai, China (No. 06ZR14085), the Key Projects of Shanghai in Biomedical (No. 08431902700), and by the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry. We thank the Instrumental Analysis Center, Tongji University, China, for assistance.

Notes

^a Isolated yields.

^b E/Z: > 99/1, determined by ¹H NMR analysis.