ChemInform Abstract: REACTION OF TRIFLUOROMETHYLACETYLENE AND ALKYLTRIFLUOROMETHYLDIACETYLENES WITH BENZONITRILE N‐OXIDE

Synthesis of heterocycles with polyfluoroalkyl substituents from unsaturated compounds containing polyfluoroalkyl groups. (Review)

“…Ph Ph 120 + The high regioselectivity in the reactions of perfluoroalkylacetylene with 4-methoxyphenyl azide [88], benzonitrile oxide [89], or diazomethane [90], leading to the formation of five-membered heterocyclic compounds 121 (yield 65%), 122 (67%), and 123 (11%), has been demonstrated. Perfluoro-2-butyne reacts similarly with phenyl azide [88], and perfluoropropyne reacts with diphenyldiazomethane [94], giving respective products 126 (yield 80%) and 127 (35%).…”

“…Some examples of [3+2] and [4+2] cycloaddition are given below [87][88][89][90][91][92] As a result of the reaction of phenyl azide with phenyl(perfluorohexyl)acetylene the triazole 120 was obtained with a 76% yield [87].…”