A straightforward conversion of 1,4-quinones into polycyclic pyrazoles via [3 + 2]-cycloaddition with fluorinated nitrile imines

A straightforward conversion of 1,4-quinones into polycyclic pyrazoles via [3 + 2]-cycloaddition with fluorinated nitrile imines

In-situ-generated N-aryl nitrile imines derived from trifluoroacetonitrile efficiently react with polycyclic 1,4-quinones, yielding fused pyrazole derivatives as the exclusive products. The reactions proceed via the initially formed [3 + 2]-cycloadducts, which undergo spontaneous aerial oxidation to...

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Bibliographic Details
Main Authors: Greta Utecht-Jarzyńska, Karolina Nagła, Grzegorz Mlostoń, Heinz Heimgartner, Marcin Palusiak, Marcin Jasiński
Format: Article
Language:English
Published: Beilstein-Institut 2021-06-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
[3 + 2]-cycloadditions
fluorinated compounds
fused pyrazoles
n-heterocycles
nitrile imines
1,4-quinones
Online Access:https://doi.org/10.3762/bjoc.17.108

Internet

https://doi.org/10.3762/bjoc.17.108

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