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A mild and efficient amidation of cyclic ethers catalyzed by rhodium caprylate
Authors:Ling-Hui Gu  Dan-Dan ZhangQing-Rong Qi  Ping Yin  Ling He
Institution:Key Laboratory of Drug-Targeting and Drug-Delivery Systems of the Ministry of Education, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, Sichuan 610041, PR China
Abstract:A small quantity of Rh2(O2CC7H15)4 (2.5 mol % to 0.6 mol %) catalyzed the α-amidation of cyclic ethers under mild conditions, 35 °C, in the presence of electron-withdrawing p-chlorobenzenesulfonamide/PhI(OAc)2 as the nitrene source, in CH2Cl2 for 4 h. The corresponding N-substituted amino cyclic ethers were successfully obtained in good yields (up to 87% based on 99% conversion) and compatibility with other oxidant sensitive structures in one-pot reaction.
Keywords:Amidation of cyclic ethers  Rh2(O2CC7H15)4  ρ-Chlorobenzene-sulfonamide  PhI(OAc)2  One-pot reaction
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