Four-Component Photoredox-Mediated Azidoalkoxy-trifluoromethylation of Alkenes

被引:28
|
作者
Levitre, Guillaume [1 ]
Dagousset, Guillaume [2 ]
Anselm, Elsa [2 ]
Tuccio, Beatrice [3 ]
Magnier, Emmanuel [1 ]
Masson, Geraldine [1 ]
机构
[1] Univ Paris Sud, Univ Paris Saclay, CNRS UPR 2301, Inst Chim Subst Nat, 1 Av Terrasse, F-91198 Gif Sur Yvette, France
[2] Univ Versailles St Quentin, UMR 8180, Inst Lavoisier Versailles, F-78035 Versailles, France
[3] Aix Marseille Univ, CNRS, Inst Chim Radicalaire, UMR 7273, F-13397 Marseille 20, France
关键词
LIGHT-INDUCED TRIFLUOROMETHYLATION; TRANSFER RADICAL-ADDITION; CATALYTIC HYDROTRIFLUOROMETHYLATION; DIASTEREOSELECTIVE SYNTHESIS; TRIMETHYLSILYL AZIDE; UNACTIVATED ALKENES; ALLYLIC ALCOHOLS; DIFUNCTIONALIZATION; EFFICIENT; FLUORINE;
D O I
10.1021/acs.orglett.9b02152
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report herein an efficient four-component photoredox-catalyzed reaction. Under the optimized conditions using [Ru(bpy)(3)(PF6)(2)] as the photocatalyst, a wide range of terminal and internal alkenes can efficiently undergo azidoalkoxy-trifluoromethylation in the presence of Umemoto's reagent, carbonyl compound, and TMSN3, giving rise to original and highly complex molecules in a single operation.
引用
收藏
页码:6005 / 6010
页数:6
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