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Acid‐Mediated Three Component Assembly of 4‐Fluoropyrazoles from α‐Fluoronitroalkenes, Hydrazines, and Aldehydes.

Authors :
Motornov, Vladimir A.
Tabolin, Andrey A.
Nelyubina, Yulia V.
Nenajdenko, Valentine G.
Ioffe, Sema L.
Source :
European Journal of Organic Chemistry; 8/31/2020, Vol. 2020 Issue 32, p5211-5219, 9p
Publication Year :
2020

Abstract

A new approach for the synthesis of highly pharmaceutically relevant 4‐fluoropyrazoles via oxidative annulation of α‐fluoronitroalkenes with in situ prepared hydrazones was developed. The reaction is efficiently promoted by trifluoroacetic acid while atmospheric oxygen was used as an oxidant. Broad substrate scope was demonstrated, using both electron‐rich and electron‐deficient nitroalkenes as well as different hydrazones derived from aromatic aldehydes. The mechanistic details were also outlined. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
1434193X
Volume :
2020
Issue :
32
Database :
Complementary Index
Journal :
European Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
145402517
Full Text :
https://doi.org/10.1002/ejoc.202000841