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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 6
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Original Articles

Regioselective Synthesis of 1,3,5-Trisubstituted Pyrazoles

, , &
Pages 836-842 | Received 05 Sep 2010, Published online: 11 Nov 2011
 

Abstract

A new and a simple approach toward synthesis of 1,3,5-trisubstituted pyrazoles from chalcone arylhydrazones via oxidative cyclization has been achieved. 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone was successfully used as an oxidizing agent to give excellent yields of pyrazoles.

GRAPHICAL ABSTRACT

ACKNOWLEDGMENT

The authors thank the Department of Science and Technology, government of Goa, for financial assistance.

Notes

a Conditions: N-Arylhydrazones, DDQ (2 equivalents), dichloromethane, rt, stir, 2 h.

b Yields after recrystallization.

c Determined mp compared to lit. mp.[3f,4b,8–15,17–19]

a Conditions: N-Arylhydrazones, DDQ (2 equivalents), dichloromethane, rt, stir, 2 h.

b Yields after recrystallization.

c Determined mp compared to lit. mp.[4b,15,16]

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