Vinylogous Functionalization of 4-Alkylidene-5-aminopyrazoles with Trifluoromethyl Pyruvates

Submitting author affiliation:
University of Valencia • Department of Chemistry, Burjassot, Spain

Beilstein Arch. 2024, 202470. https://doi.org/10.3762/bxiv.2024.70.v1

Published 12 Dec 2024

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Abstract

A valuable vinylogous addition reaction between 4-alkylidene-5-aminopyrazoles and alkyl trifluoropyruvates leading to highly functionalized tertiary alcohols bearing a trifluoromethyl group and a pyrazole ring is presented. The corresponding trifluoromethyl alcohols are obtained in moderate to good yields (up to 80%) and high diastereoselectivity (up to 7:1).

Keywords: Vinylogous reaction; trifluoromethyl group; nitrogen heterocycles; alcohols; pyrazoles

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Hostalet-Romero, J.; Carceller-Ferrer, L.; Blay, G.; Sanz-Marco, A.; Pedro, J. R.; Vila, C. Beilstein Arch. 2024, 202470. doi:10.3762/bxiv.2024.70.v1

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