Issue 7, 2018

Transition metal-free aminofluorination of β,γ-unsaturated hydrazones: base-controlled regioselective synthesis of fluorinated dihydropyrazole and tetrahydropyridazine derivatives

Abstract

Various base-controlled regioselective reactions of β,γ-unsaturated hydrazones with Selectfluor were achieved under transition metal-free conditions. In the presence of K2HPO4 or NaHCO3, the intramolecular aminofluorination reaction took place readily to give the corresponding monofluoromethylated dihydropyrazoles or fluoro-tetrahydropyridazines, respectively. The possible pathways were proposed based on the experimental results.

Graphical abstract: Transition metal-free aminofluorination of β,γ-unsaturated hydrazones: base-controlled regioselective synthesis of fluorinated dihydropyrazole and tetrahydropyridazine derivatives

Associated articles

Supplementary files

Article information

Article type
Research Article
Submitted
08 Kax 2017
Accepted
25 Qun 2018
First published
26 Qun 2018

Org. Chem. Front., 2018,5, 1155-1159

Transition metal-free aminofluorination of β,γ-unsaturated hydrazones: base-controlled regioselective synthesis of fluorinated dihydropyrazole and tetrahydropyridazine derivatives

J. Zhao, M. Jiang and J. Liu, Org. Chem. Front., 2018, 5, 1155 DOI: 10.1039/C7QO01105A

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