Photocatalytic C-H Trifluoromethylthiolation by the Decatungstate Anion

被引:52
作者
Schirmer, Tobias E. [1 ]
Rolka, Alessa B. [1 ]
Karl, Tobias A. [1 ]
Holzhausen, Ferdinand [1 ]
Koenig, Burkhard [1 ]
机构
[1] Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany
关键词
HYDROGEN-ATOM TRANSFER; C(SP(3))-H BONDS; FLUORINATION; DEUTERATION; ACTIVATION; THIOETHERS; CATALYSIS; ALDEHYDES; STRATEGY; ETHERS;
D O I
10.1021/acs.orglett.1c01870
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A broadly applicable method for the trifluorome-thylthiolation of methylene C(sp(3))-H, methine C(sp(3))-H, alpha-oxygen C(sp(3))-H, and formyl C(sp(2))-H bonds is presented using the decatungstate anion as the sole catalyst. By adjusting the substrate ratio and reaction concentration, this method was applied to 40 examples in good regioselectivities, including the derivatization of natural products. Furthermore, SCF3-drug analogues were synthesized by subsequent functionalization of the SCF3 products, highlighting the importance of this photocatalyzed C-H functionalization.
引用
收藏
页码:5729 / 5733
页数:5
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