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Literature DB >> 33655465

TFA-mediated synthesis of functionalized pyrano[2,3-c]pyrazoles from pyrazol-3-ones, active carbonyl compounds and tert-BuOH.

Abstract

Functionalized pyrano[2,3-c]pyrazoles were synthesized from 2,4-dihydro-3H-pyrazol-3-ones, active carbonyl compounds and tert-BuOH in the presence of trifluoroacetic acid at 65 °C. These reactions are proceeded by acid catalyzed generation of isobutylene from tert-BuOH for LUMOdiene-controlled inverse [4 + 2] cycloaddition reaction with in situ-generated vinylidenepyrazolones.

Entities: Chemical

Keywords: Cascade reaction; Pyranopyrazole; Pyrazolone; Trifluoroacetic acid; [4 + 2] cycloaddition

Mesh：
Pyrazoles

Substances：
Pyrazoles

Year: 2021 PMID： 33655465 DOI： 10.1007/s11030-021-10200-y

Source DB: PubMed Journal: Mol Divers ISSN： 1381-1991 Impact factor: 2.943

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