Potassium Persulfate Promoted the One-Pot and Selective Se-Functionalization of Pyrazoles under Acidic Conditions
Thiago J Peglow1, João Pedro S S C Thomaz1, Luana S Gomes1
1SupraSelen Laboratory, Department of Chemistry, Universidade Federal Fluminense, Institute of Chemistry, Campus do Valonguinho, 24020-141 Niterói-RJ, Brazil.
Abstract:
Our research presents selective direct selenylation at the C-4 pyrazole ring using K2S2O8 as an oxidant under simple and mild conditions. This elegant synthesis involves the one-pot method under acidic conditions, thus minimizing reaction steps and waste generation. This innovative method allowed us to create a library of 4-selanylpyrazoles in good to excellent yields. Furthermore, with slight changes in the protocol, we describe the synthesis of the unprecedented 4,5-bis-selanylpyrazole. The selectivity of the new insertion of organoselenium into the pyrazole core was demonstrated by several 1H and 77Se NMR experiments.
Related Concept Videos
Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate
Preparation and Reactions of Sulfides
Regioselectivity of Electrophilic Additions-Peroxide Effect
Electrophilic Aromatic Substitution: Sulfonation of Benzene
Carboxylic Acids to Acid Chlorides
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide


