Synthesis of β-Trifluoromethylated Ketones from Propargylic Alcohols by Visible Light Photoredox Catalysis

被引：33
|
作者：
Park, Sehyun [1 ]
Joo, Jung Min [2 ,3 ]
Cho, Eun Jin [4 ]
机构：
[1] Hanyang Univ, Dept Bionanonotechnol, Ansan 426791, Kyeonggi Do, South Korea
[2] Pusan Natl Univ, Dept Chem, Busan 609735, South Korea
[3] Pusan Natl Univ, Chem Inst Funct Mat, Busan 609735, South Korea
[4] Chung Ang Univ, Dept Chem, Seoul 156756, South Korea
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 19期
基金：
新加坡国家研究基金会;
关键词：
Photocatalysis; Radical reactions; Trifluoromethylation; Propargylic alcohols; Ketones; SILYL ENOL ETHERS; RADICAL TRIFLUOROMETHYLATION; ALLYLIC ALCOHOLS; REGIOSELECTIVE 1,4-TRIFLUOROMETHYLATION; NUCLEOPHILIC TRIFLUOROMETHYLATION; FACILE SYNTHESIS; ALPHA; ISOMERIZATION; COMPLEXES; ALKENES;
D O I：
10.1002/ejoc.201500031
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Regioselective trifluoromethylation at a remote position represents an important challenge in the development of biologically active molecules and functional materials. A practical method to access -trifluoromethyl ketones from readily available propargylic alcohols by visible light photocatalysis has been developed. Trifluoromethylation of propargylic alcohols with CF3I in the presence of Ru(bpy)(3)Cl-2 as the photocatalyst followed by double-bond migration/keto-enol tautomerization provides -trifluoromethyl ketones as the final product.
引用
收藏
页码：4093 / 4097
页数：5
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