Organocatalyzed, Three‐Component Construction of Cyanopyrazoles Using Diazoacetonitrile

Author:

Dhami Anamika1,Kumar Anuj1,Nasreen Hisana Kalathingal1,Mohanan Kishor12ORCID

Affiliation:

1. Medicinal & Process Chemistry Division CSIR-Central Drug Research Institute BS-10/1, Sector 10, Jankipuram Extension Sitapur Road, P.O. Box 173 Lucknow 226031 India

2. Academy of Scientific and Innovative Research (AcSIR) Ghaziabad 201002 India

Abstract

AbstractAn organocatalyzed three‐component protocol using diazoacetonitrile to access a wide range of cyanopyrazole derivatives is reported here. This strategy, which proceeds through a piperidine‐catalyzed Knoevenagel condensation/formal [3+2] cycloaddition/dehydrocyanation sequence, provides an efficient route to construct dicyanopyrazoles from aldehydes, malononitrile, and diazoacetonitrile regioselectively. Interestingly, by engaging cyanoacetate and cyanoacetamide in this protocol, we could achieve cyanopyrazole esters and carboxamides.

Publisher

Wiley

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