Highly Regioselective One-Pot, Three-Component Synthesis of 1-Aryl-3,4-Substituted/Annulated-5-(Cycloamino)/(Alkylamino)pyrazoles from β-Oxodithioesters

Nandi, Ganesh C. ; Singh, Maya S. ; Ila, Hiriyakkanavar ; Junjappa, Hiriyakkanavar (2011) Highly Regioselective One-Pot, Three-Component Synthesis of 1-Aryl-3,4-Substituted/Annulated-5-(Cycloamino)/(Alkylamino)pyrazoles from β-Oxodithioesters European Journal of Organic Chemistry, 2012 (5). pp. 967-974. ISSN 1434-193X

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Official URL: http://doi.org/10.1002/ejoc.201101397

Related URL: http://dx.doi.org/10.1002/ejoc.201101397

Abstract

A highly regioselective synthesis of the title compounds by one-pot, three-component cyclocondensation of β-oxodithioester, amine, and hydrazine in ethanol at reflux in the presence of a catalytic amount of acetic acid is reported. Densely functionalized pyrazoles were efficiently constructed through the cyclization of a thioamide intermediate that was generated in situ from the β-oxodithioester.

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