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Molecules 2011, 16(11), 9340-9356; doi:10.3390/molecules16119340

Consecutive Three-Component Synthesis of 3-(Hetero)Aryl-1H-pyrazoles with Propynal Diethylacetal as a Three-Carbon Building Block

Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany
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Received: 30 September 2011 / Revised: 19 October 2011 / Accepted: 21 October 2011 / Published: 7 November 2011
(This article belongs to the Special Issue Multicomponent Reaction)
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Abstract

A novel consecutive three-component synthesis of 3-(hetero)aryl-1H-pyrazoles via room temperature Sonogashira arylation of propynal diethylacetal used as a propargyl aldehyde synthetic equivalent has been disclosed. The final acetal cleavage-cyclocondensation with hydrazine hydrochloride at 80 °C rapidly furnishes the title compounds in a one-pot fashion.
Keywords: alkyne; cyclocondensation; multi-component reaction; pyrazole; Sonogashira coupling alkyne; cyclocondensation; multi-component reaction; pyrazole; Sonogashira coupling
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MDPI and ACS Style

Levi, L.; Boersch, C.; Gers, C.F.; Merkul, E.; Müller, T.J.J. Consecutive Three-Component Synthesis of 3-(Hetero)Aryl-1H-pyrazoles with Propynal Diethylacetal as a Three-Carbon Building Block. Molecules 2011, 16, 9340-9356.

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