Journal
SYNLETT
Volume 29, Issue 8, Pages 1071-1075Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1591941
Keywords
heterocyclic compounds; pyrazoles; pyrazolines; ketones; aldehydes; oxidation of pyrazolines; oxygen; bromine
Categories
Ask authors/readers for more resources
An efficient, one-pot and metal-free process for the preparation of 3,5-disubstituted and 3,4,5-trisubstituted pyrazoles on multigram scale was developed. One-pot condensation of ketones, aldehydes and hydrazine monohydrochloride readily formed pyrazoline intermediates under mild conditions. Oxidation of pyrazolines, in situ, employing bromine afforded a wide variety of pyrazoles. The methodology offers a fast, and often chromatography-free protocol for the synthesis of 3,4,5-substituted pyrazoles in good to excellent yields. Alternatively, a more benign oxidation protocol affords 3,5-disubstituted or 3,4,5-trisubstituted pyrazoles by simply heating pyrazolines in DMSO under oxygen.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available