Formal α-trifluoromethylthiolation of carboxylic acid derivatives <i>via N</i>-acyl pyrazoles
Francesca Franco, Sara Meninno, Maurizio Benaglia, Alessandra Lattanzi
Abstract
Herein we disclosed a one-pot two-step protocol for the first direct, base-catalyzed α-trifluoromethylthiolation of carboxylic acid derivatives by using readily available N-acyl pyrazoles, N-(trifluoromethylthio)phthalimide and a nucleophile such as amines, alcohols and water. Straightforward elaboration of the products to alcohols and triflones expands further the synthetic utility of the process.
Topics & Concepts
ChemistryPhthalimideNucleophileCarboxylic acidNucleophilic acyl substitutionOrganic chemistryCombinatorial chemistryAcylationCatalysisFluorine in Organic ChemistrySulfur-Based Synthesis TechniquesCarbon dioxide utilization in catalysis