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Updated: Jun 13, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
3,5-Bis(trifluoromethyl)phenoxy as a Handle for Late-Stage Functionalization of Purine C-Nucleosides
Ewout Van de Velde1, Lisa Mariottini1, Izet Karalic1
1Faculty of Pharmaceutical Sciences, Ghent University, Ottergemsesteenweg 460, 9000 Ghent, Belgium.
Abstract:
C-Nucleosides are an enticing class of nucleoside analogues that carry a C-C glycosidic bond. Despite their interest from a medicinal chemistry point of view, a general and efficient synthesis of 6-modified purine C-nucleoside analogues is lacking. Herein, we present a robust strategy for the construction of a chemically diverse compound library containing three separate purine-like scaffolds with a wide range of substituents. This synthesis was enabled by a 3,5-bis(trifluoromethyl)phenoxy (BTFPO) handle, which allowed for late-stage functionalization of central intermediates.
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