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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. © 2021. The Author(s), under exclusive licence to Springer Nature Switzerland AG part of Springer Nature.

Citation

Issa Yavari, Jamil Sheykhahmadi. TFA-mediated synthesis of functionalized pyrano[2,3-c]pyrazoles from pyrazol-3-ones, active carbonyl compounds and tert-BuOH. Molecular diversity. 2022 Apr;26(2):879-890

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PMID: 33655465

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