Synlett 2013; 24(9): 1086-1090
DOI: 10.1055/s-0032-1316900
letter
© Georg Thieme Verlag Stuttgart · New York

[Bmim][InCl4]-Catalyzed Addition of Hydrazones to β-Diketones: An Efficient Regioselective Synthesis of Pyrazoles and Pyrazole-Fused Cyclohexanones

Shirin Safaei
a   Catalysis Division, Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran   Fax: +98(311)6689732   eMail: imbaltork@sci.ui.ac.ir   eMail: khosropour@chem.ui.ac.ir
,
Iraj Mohammadpoor-Baltork*
a   Catalysis Division, Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran   Fax: +98(311)6689732   eMail: imbaltork@sci.ui.ac.ir   eMail: khosropour@chem.ui.ac.ir
,
Ahmad Reza Khosropour*
a   Catalysis Division, Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran   Fax: +98(311)6689732   eMail: imbaltork@sci.ui.ac.ir   eMail: khosropour@chem.ui.ac.ir
,
Majid Moghadam
a   Catalysis Division, Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran   Fax: +98(311)6689732   eMail: imbaltork@sci.ui.ac.ir   eMail: khosropour@chem.ui.ac.ir
,
Shahram Tangestaninejad
a   Catalysis Division, Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran   Fax: +98(311)6689732   eMail: imbaltork@sci.ui.ac.ir   eMail: khosropour@chem.ui.ac.ir
,
Valiollah Mirkhani
a   Catalysis Division, Department of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran   Fax: +98(311)6689732   eMail: imbaltork@sci.ui.ac.ir   eMail: khosropour@chem.ui.ac.ir
,
Hamid Reza Khavasi
b   Department of Chemistry, Shahid Beheshti University, Tehran 19839-63113, Iran
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Publikationsverlauf

Received: 21. Februar 2013

Accepted after revision: 17. März 2013

Publikationsdatum:
18. April 2013 (online)


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Abstract

The Lewis acidic room-temperature ionic liquid, [bmim][InCl4], was found to be an efficient catalyst for the regio­selective synthesis of fully substituted pyrazoles and pyrazole-fused cyclohexanones through condensation of hydrazones with symmetrical and unsymmetrical 1,3-diketones. This procedure is simple, ­affording the corresponding products in good to high yields.

Supporting Information