Iron-Catalyzed Trifluoromethylation of Enamide

被引:96
作者
Rey-Rodriguez, Romain [1 ]
Retailleau, Pascal [2 ]
Bonnet, Pascal [1 ]
Gillaizeau, Isabelle [1 ]
机构
[1] Univ Orleans, CNRS, Inst Chim Organ & Analyt, UMR 7311, F-45067 Orleans, France
[2] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
关键词
CH functionalization; iron-catalyzed reactions; synthetic methods; Togni's reagent; trifluoromethylation; PD(II)-CATALYZED ORTHO-TRIFLUOROMETHYLATION; MEDICINAL CHEMISTRY; UNACTIVATED ALKENES; BOND FORMATION; REAGENTS; FLUORINE; HYDROTRIFLUOROMETHYLATION; ARYLATION; CF3SIME3; ARENES;
D O I
10.1002/chem.201406333
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein the first example of the iron(II)-catalyzed trifluoromethylation of enamide using mild and simple reaction conditions is reported. The method is cost-effective and uses the easy-to-handle Togni's reagent as the electrophilic CF3 source. This transformation is totally regioselective at the C3 position of enamides and exhibits broad substrate scope, good functional group tolerance and thus demonstrates its useful application in a late-stage fluorination strategy.
引用
收藏
页码:3572 / 3575
页数:4
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