Molecular Iodine–Catalyzed One-Pot Synthesis of Tetrahydrobenzo[a]xanthene-11-one and Diazabenzo[a]anthracene-9,11-dione Derivatives

Abstract

An efficient one-pot condensation of β-naphthol, aldehydes, and cyclic 1,3-dicarbonyl compounds has been achieved with molecular iodine as a catalyst, thus a variety of tetrahydrobenzo[a]xanthene-11-one and diazabenzo[a]anthracene-9,11-dione derivatives were prepared in good yields.

GRAPHICAL ABSTRACT

Keywords:

• Cyclic 1,3-dicarbonyl compounds
• molecular iodine
• β-naphthol
• one-pot synthesis

ACKNOWLEDGMENT

We are grateful to the Jiangsu Key Laboratory of Chemistry of Low-Dinensional Materials.

Notes

^a Reaction of benzaldehyde, β-naphthol, and 5,5-dimethylcyclohexane-1,3-dione in the presence of iodine in acetic acid at reflux.

^b Isolated yield.

^a Isolated yield.