Copper(I)-catalyzed cycloaddition of 4-bromosydnones and alkynes for the regioselective synthesis of 1,4,5-trisubstituted pyrazoles.

Date publication

janvier 2015

Journal

Organic letters

Auteurs

Membres identifiés du Cancéropôle Est :
Dr KOLODYCH Sergii

Tous les auteurs :
Decuypere E, Specklin S, Gabillet S, Audisio D, Liu H, Plougastel L, Kolodych S, Taran F

Lien Pubmed

https://www.ncbi.nlm.nih.gov/pubmed/25545588

Résumé

Copper-catalyzed cycloaddition of alkynes with 4-bromosydnones provides a convenient, mild, and regioselective method for the synthesis of a wide range of bromopyrazoles. The broad functional group tolerance of the cycloaddition reaction and further palladium-catalyzed cross-coupling reactions allowed the preparation of polyfunctionalized 1,4,5-pyrazoles that are otherwise difficult to obtain by conventional methods.

Mots clés

Alkynes, chemistry, Catalysis, Copper, chemistry, Cycloaddition Reaction, Molecular Structure, Pyrazoles, chemical synthesis, Stereoisomerism, Sydnones, chemistry

Référence

Org. Lett.. 2015 Jan;17(2):362-5