Synthesis of 2-alkylpyrazole-1-oxides: A facile access to 1-alkyl-5-halopyrazoles

Citation
J. Eskildsen et al., Synthesis of 2-alkylpyrazole-1-oxides: A facile access to 1-alkyl-5-halopyrazoles, SYNTHESIS-S, (7), 2001, pp. 1053-1056
Citations number
9
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
7
Year of publication
2001
Pages
1053 - 1056
Database
ISI
SICI code
0039-7881(200106):7<1053:SO2AFA>2.0.ZU;2-U
Abstract
Selective N-alkylation of 1-hydroxypyrazole 1 into the corresponding 2-alky l-pyrazole-1-oxides 2a-f has been achieved by treatment with alkyl bromides in the absence of base. Subsequent deoxygenation/halogenation into 1-alkyl -5-halopyrazoles 3a-d and 4a-d using phosphorus oxyhalides is described.