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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 4
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Original Articles

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

, , &
Pages 702-715 | Received 23 Apr 2008, Published online: 28 Jan 2009
 

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.

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.

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