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Selective Oxytrifluoromethylation of Allylamines with CO 2
Author(s) -
Ye JianHeng,
Song Lei,
Zhou WenJun,
Ju Tao,
Yin ZhuBao,
Yan SiShun,
Zhang Zhen,
Li Jing,
Yu DaGang
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201603352
Subject(s) - trifluoromethylation , chemistry , combinatorial chemistry , catalysis , substrate (aquarium) , functional group , redox , organocatalysis , carbon dioxide , organic chemistry , trifluoromethyl , enantioselective synthesis , alkyl , oceanography , geology , polymer
Reported is the first oxy‐trifluoromethylation of allylamines with carbon dioxide (CO 2 ) using copper catalysis, thus leading to important CF 3 ‐containing 2‐oxazolidones. It is also the first time CO 2 , 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.