Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes, "Organométalliques: Matériaux et Catalyse", Campus de Beaulieu, 35042, Rennes, France.
Leibniz-Institut für Katalyse e.V., Universität Rostock, Albert-Einstein-Strasse 29a, 18059, Rostock, Germany.
ChemSusChem. 2017 Aug 10;10(15):3075-3082. doi: 10.1002/cssc.201700783. Epub 2017 Jul 10.
A copper-catalyzed oxidative C(sp )-H/N-H coupling of NH-heterocycles with affordable (cyclo)alkanes has been developed. This procedure involves C(sp )-N bond formation through a radical pathway generated by homolytic cleavage of di-tert-butyl peroxide and trapping of the radical(s) by copper catalysts. The reaction tolerates a series of functional groups, such as bromo, fluoro, ester, ketone, nitrile, methyl, and methoxy. free-NH-containing indoles, pyrroles, pyrazoles, indazoles, and benzotriazoles are successfully N-alkylated.
发展了一种铜催化的 NH-杂环与廉价(环)烷烃的氧化 C(sp )-H/N-H 偶联反应。该反应通过过氧化二叔丁基的均裂产生自由基,并被铜催化剂捕获,从而实现 C(sp )-N 键的形成。该反应可以容忍一系列官能团,如溴、氟、酯、酮、腈、甲基和甲氧基。具有游离-NH 的吲哚、吡咯、吡唑、吲唑和苯并三唑可以成功地 N-烷基化。