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Selective Oxytrifluoromethylation of Allylamines with CO2
Authors:Jian‐Heng Ye  Lei Song  Prof. Dr. Wen‐Jun Zhou  Tao Ju  Zhu‐Bao Yin  Si‐Shun Yan  Zhen Zhang  Dr. Jing Li  Prof. Dr. Da‐Gang Yu
Affiliation:1. http://chem.scu.edu.cn/en/DaGangYu 0000-0002-4932-0414 Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu, P.R. China;2. Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu, P.R. China;3. College of Chemistry and Chemical Engineering, Neijiang Normal University, Neijiang, P.R. China
Abstract:Reported is the first oxy‐trifluoromethylation of allylamines with carbon dioxide (CO2) using copper catalysis, thus leading to important CF3‐containing 2‐oxazolidones. It is also the first time CO2, a nontoxic and easily available greenhouse gas, has been used to tune the difunctionalization of alkenes from amino‐ to oxy‐trifluoromethylation. Of particular note, this multicomponent reaction is highly chemo‐, regio‐, and diastereoselective under redox‐neutral and mild reaction conditions. Moreover, these reactions feature good functional‐group tolerance, broad substrate scope, easy scalability and facile product diversification. The important products could also be formed with either spirocycles or two adjacent tetrasubstituted carbon centers.
Keywords:carbon dioxide  copper  fluorine  heterocycles  reaction mechanisms
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