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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

Molecular Iodine–Catalyzed, Mild, Effective, Ecofriendly, Microwave-Assisted, One-Pot Synthesis of 5-Arylmethylidene-2-phenyloxazol-4-ones (Azalactones) Under Solvent-Free Conditions

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Pages 1895-1898 | Received 28 Mar 2009, Published online: 08 Jun 2010
 

Abstract

Fourteen azalactones have been synthesized in excellent yields under solvent-free conditions by heating an aldehyde, hippuric acid, and acetic anhydride in the presence of molecular iodine as a catalyst in a microwave oven. The short reaction time, cleaner reaction, and easy workup make this protocol practical and economically attractive.

ACKNOWLEDGMENT

The authors are grateful to the Sophisticated Instrument Facility (SIF), Indian Institute of Science, Bengaluru, India, for recording NMR spectra.

Notes

Notes. All the products are known and are characterized either by IR, 1H NMR, 13C NMR, and LC-MS analysis or by comparison with the samples prepared by other reported methods. Isolated yields. Melting points of compounds are consisted with reported values.

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