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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 5
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Original Articles

Facile and One-Pot Synthesis of 1,2-Dihydroquinazolin-4(3H)-ones via Tandem Intramolecular Pinner/Dimroth Rearrangement

, , , &
Pages 632-641 | Received 11 Jan 2009, Published online: 04 Feb 2010
 

Abstract

An efficient synthetic method for the preparation of quinazolin-4-one derivatives was designed. The facile condensation of aromatic o-aminonitriles with aromatic aldehydes catalyzed by Lewis acid give 1,2-dihydroquinazolin-4(3H)-ones in moderate to good yields under refluxing dimethylformamide.

ACKNOWLEDGMENTS

This work was supported by grants from both Beijing Municipal Commission of Education and Beijing Institute of Technology. We are grateful for analytical help from Beijing University Analysis Center and Institute of Chemistry, Chinese Academy of Sciences.

Notes

a All reactions were carried out using 1 (2.5 mmol), 2 (3.0 mmol), ZnCl2(3.0 mmol), and DMF (3 mL).

b Isolated yield.

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