Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences , Flemingovo nam., 2 , Prague 6 166 10 , Czech Republic.
Higher Chemical College , D. I. Mendeleev University of the Chemical Technology of Russia , Miusskaya sq. 9 , Moscow 125047 , Russia.
J Org Chem. 2018 Dec 21;83(24):15195-15201. doi: 10.1021/acs.joc.8b02472. Epub 2018 Dec 5.
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.
铑催化的 N-全氟烷基化 1,2,3-三唑与 1,3-二烯在微波加热下通过形式的氮杂-[4+3]-途径进行化学选择性反环化，得到 N-全氟烷基取代的 2,5-二氢氮杂卓。在与 1-取代的 1,3-二烯的环化中观察到独特的区域选择性分布，得到不寻常的 5,6-二取代的例子。三唑与 2-三甲基硅氧基丁二烯的反环化提供了 N-全氟烷基取代的氮杂环庚酮衍生物。
