Cyclohexenones Through Regioselective Addition of 1,3-Dicarbonyl Compounds to Terpenoid-Like Bischalcones

Abstract

Terpenoid-like bischalcones (3 and 4) were synthesized from the reaction of α- and β-ionones and benzaldehydes in excellent yields. The Michael addition of 1,3-dicarbonyl compounds to bischalcones (3 and 4) resulted in the formation of cyclohexenones derivatives (10a–d and 14a, b) via regioselective addition of 1,3-dicarbonyls and then cyclization.

Keywords:

• Cyclization
• cyclohexenones
• regioselective addition
• terpenoid-like bischalcone

ACKNOWLEDGMENTS

The authors are indebted to the Department of Chemistry (Gaziosmapasa University) and the Scientific and Technical Research Council of Turkey (Grants TUBITAK-TBAG 106T103 and TUBITAK-BİDEP) for financial support.