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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 13
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Original Articles

Synthesis of Novel Coumarin-7,8-cyclophosphoramide Analogs

, , , , &
Pages 1992-1997 | Received 11 Sep 2008, Published online: 08 Jun 2010
 

Abstract

Coumarin-7,8-cyclophosphoramide derivatives were conveniently prepared by a facile method. 7-Hydroxycoumarin was aminomethylated regioselectively at the 8-C position using the Mannich reaction. The newly formed 8-(N-alkylaminomethyl) coumarins were then coupled with bis-β-chloroethyl dichlorophosphamide to form coumarin-7,8-cyclophosphoramide analogs. An efficient, highly regioselective method to synthesize coumarin-7,8-cyclophosphoramide derivatives is provided, and the approach has the merits of mild reaction conditions.

ACKNOWLEDGMENTS

We are grateful to the National Science Foundation of China (No. 20472076) and the Henan Science Foundation for Excellent Youth (No. 0512001400) for financial support.

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