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Tetrahedron Letters
Volume 46, Issue 36, 5 September 2005, Pages 6011-6014
 
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doi:10.1016/j.tetlet.2005.07.018    How to Cite or Link Using DOI (Opens New Window)
Copyright © 2005 Elsevier Ltd All rights reserved.

Microwave-assisted cyclocondensation of hydrazine derivatives with alkyl dihalides or ditosylates in aqueous media: syntheses of pyrazole, pyrazolidine and phthalazine derivatives

Yuhong Jua and Rajender S. VarmaCorresponding Author Contact Information, a, E-mail The Corresponding Author

aClean Processes Branch, Sustainable Technology Division, National Risk Management Research Laboratory, US Environmental Protection Agency, MS 443, 26 W. Martin Luther King Drive, Cincinnati, OH 45268, USA

Received 17 May 2005; 
revised 5 July 2005; 
accepted 6 July 2005. 
Available online 25 July 2005.

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Abstract

Direct syntheses of 4,5-dihydro-pyrazole, pyrazolidine, and 1,2-dihydro-phthalazine derivatives via double-alkylation of hydrazines by alkyl dihalides or ditosylates were accomplished in aqueous media under microwave irradiation conditions; the environmentally friendlier chemical transformation occurred in a single step and eliminated the use of expensive metal catalysts in building two C–N bonds.

Graphical abstract

Direct microwave-assisted syntheses of 4,5-dihydro-pyrazole, pyrazolidine and 1,2-dihydro-phthalazine derivatives from hydrazines and alkyl dihalides or ditosylates were achieved in aqueous alkaline media.


Keywords: Cyclocondensation; Microwave irradiation; Heterocycles; 4,5-Dihydro-pyrazole; 1,2-Dihydro-phthalazine

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Tetrahedron Letters
Volume 46, Issue 36, 5 September 2005, Pages 6011-6014
 
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