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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 13
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Original Articles

Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazine and 1,3,4-Thiadiazine from Substituted Acetophenones and Acid Hydrazides Using [Hydroxyl(tosyloxy)iodo]benzene

, , &
Pages 2279-2287 | Received 18 Aug 2008, Published online: 01 Jun 2009
 

Abstract

A novel and direct method for the efficient synthesis of 2,5-disubstituted 1,3,4-oxadiazines from the reactions of [hydroxy(tosyloxy)iodo]benzene with substituted acetophenones, followed by the treatment with acid hydrazide and K2CO3, is reported. The methodology is also extended to the synthesis of 5-aryl-6H-1,3,4-thiadiazin-2-amine by using thiosemicarbazide under similar experimental conditions.

ACKNOWLEDGMENTS

The authors are thankful to the Department of Science and Technology (No. SR/FTP/CS-77/2005) and the University Grants Commission, New Delhi, India (No. MRP 32-245/2006 SR) for the financial support.

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