Photocatalytic C-H Trifluoromethylthiolation by the Decatungstate Anion

Schirmer, Tobias E. and Rolka, Alessa B. and Karl, Tobias A. and Holzhausen, Ferdinand and Koenig, Burkhard (2021) Photocatalytic C-H Trifluoromethylthiolation by the Decatungstate Anion. ORGANIC LETTERS, 23 (15). pp. 5729-5733. ISSN 1523-7060, 1523-7052

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Abstract

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.

Item Type: Article
Uncontrolled Keywords: HYDROGEN-ATOM TRANSFER; C(SP(3))-H BONDS; FLUORINATION; DEUTERATION; ACTIVATION; THIOETHERS; CATALYSIS; ALDEHYDES; STRATEGY; ETHERS;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 19 Jul 2022 07:11
Last Modified: 19 Jul 2022 07:11
URI: https://pred.uni-regensburg.de/id/eprint/45787

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