Iodine-Catalyzed Synthesis of 3-Arylbenzoquinoline Derivatives by Three-Component Reactions

Abstract

A mild, efficient, and general method for the synthesis of benzo[f]quinoline derivatives via three-component reaction of arylaldehyde, naphthalen-2-amine, and acetone or acetophenone is described using iodine as catalyst. The features of this procedure are mild reaction conditions, high yields, and operational simplicity.

Keywords:

• Acetone
• acetophenone
• benzo[f]quinoline
• iodine
• synthesis

ACKNOWLEDGMENTS

We are grateful to the Foundation of National Natural Science Foundation of China (no. 20802061) and the Natural Science Foundation of the Education Committee of Jiangsu Province (08KJD150019) for financial support.

Notes

^a Reagents and conditions: 1 (2 mmol), 2 (2 mmol), 3 (2 mmol), solvent (10 mL).

^b Isolated yields.

^a Reagents and conditions: 1 (2 mmol), 2 (2 mmol), 3 (2 mmol), I₂ (10 mol%), and THF (10 mL).

^b Isolated yields.