Facile preparation of 3-substituted-2, 6-difluoropyridines: application to the synthesis of 2, 3, 6-trisubstituted pyridines. Issue 44 (28th October 2015)

• Record Type: Journal Article
• Authors: Katoh, Taisuke; Tomata, Yoshihide; Tsukamoto, Tetsuya; Nakada, Yoshihisa
• Is Part Of: Tetrahedron letters. Volume 56:Issue 44(2015)
• Page Start: 6043
• Page End: 6046
• Publication Date: 2015-10-28
• Subjects: Difluorination -- 3-Substituted-2, 6-difluoropyridines -- 2, 3, 6-Trisubstituted pyridines; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.09.057
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: We report a facile method for the difluorination of 3-substituted-2, 6-dichloropyridines using cesium fluoride as a fluorination reagent in dimethyl sulfoxide. It is proposed that this method for preparing 3-substituted-2, 6-difluoropyridines is simpler and easier than those reported in previous literature. To examine the utility of 3-substituted-2, 6-difluoropyridines in synthetic chemistry, we also demonstrate a subsequent conversion to 2, 3, 6-trisubstituted pyridines by a tandem nucleophilic aromatic substitution.