Rhodium-catalyzed transannulation of N-perfluoroalkylated 1,2,3-triazoles with 1,3-dienes under microwave heating proceeded chemoselectively via the formal aza-[4+3]-pathway, affording N-perfluoroalkyl-substituted 2,5-dihydroazepines. A unique regioselectivity profile was observed in annulation with 1-substituted 1,3-diene, affording unusual 5,6-disubstituted examples. Transannulation of triazoles with 2-trimethylsilyloxybutadiene provided N-perfluoroalkyl-substituted azepinone derivatives.

Higher Chemical College D 1 Mendeleev University of the Chemical Technology of Russia Miusskaya sq 9 Moscow 125047 Russia

Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences Flemingovo nam 2 Prague 6 166 10 Czech Republic

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Synthesis of 1-Fluoroalkyl-5-Substituted-1,2,3-Triazoles from Carbonyl-Stabilized Phosphonium Ylides

NH-1,2,3-triazoles as versatile building blocks in denitrogenative transformations

Synthesis of Azidodifluoromethyl Phenyl Sulfone and Its Use as a Synthetic Equivalent of the Azidodifluoromethyl Anion

Synthesis of N-perfluoroalkyl-3,4-disubstituted pyrroles by rhodium-catalyzed transannulation of N-fluoroalkyl-1,2,3-triazoles with terminal alkynes