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One-Pot Synthesis of 4-(2,3-Dihydro-2-hydroxy-1,3-dioxo-1H-inden-2-yl)-Substituted 1-Aryl-1H-pyrazole-3-carboxylates via a Tandem Three-Component Reaction

✍ Scribed by Abdolali Alizadeh; Ameneh Zarei; Atieh Rezvanian

Publisher
John Wiley and Sons
Year
2012
Tongue
German
Weight
191 KB
Volume
95
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The hitherto unreported, highly functionalized 1__H__‐pyrazole‐3‐carboxylates 3 have been synthesized in good yields via a one‐pot three‐component domino reaction of phenylhydrazines, dialkyl acetylenedicarboxylates, and ninhydrin under mild conditions for the first time. No co‐catalyst or activator is required for this multicomponent reaction, and the reaction is, from an experimental point of view, simple to perform (Scheme 1). The structures of compounds 3 were corroborated spectroscopically (IR, ^1^H‐ and ^13^C‐NMR, and EI‐MS) and by elemental analyses. A plausible mechanism for this type of cyclization/addition reaction is proposed (Scheme 2).

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