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Synthesis 2025; 57(05): 1050-1058
DOI: 10.1055/a-2497-1767
DOI: 10.1055/a-2497-1767
paper
Three-Component Synthesis of Cyanopyrazoles Employing Diazoacetonitrile
Financial support by the Science and Engineering Research Board, DST, Govt. of India (File No CRG/2021/006185) is gratefully acknowledged.
Abstract
An efficient three-component reaction involving aldehydes, β-ketophosphonates, and diazoacetonitrile has been developed for the construction of highly substituted cyanopyrazoles. The reaction proceeds by a three-step, domino process comprised of a base-mediated Horner–Wadsworth–Emmons reaction/(3+2) cycloaddition and subsequent oxidation to form pyrazole derivatives. A wide range of readily available aldehydes and ketophosphonates were used to access these exciting scaffolds under mild conditions.
Key words
diazoacetonitrile - three-component - cyanopyrazole - β-ketophosphonate - 1,3-dipolar cycloadditionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2497-1767.
- Supporting Information
- CIF File
Publication History
Received: 12 September 2024
Accepted after revision: 29 October 2024
Accepted Manuscript online:
05 December 2024
Article published online:
02 January 2025
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