Organophotocatalyzed Synthesis of Vinyl-SCF3 and Benzoyl-SCF3 Using a New N-(SCF3)(CF3)-Shelf-Stable Reagent

被引：13
作者：
Yang, Yi [1 ]
Tang, Renhe [1 ]
Abid, Seifallah [1 ]
Khrouz, Lhoussain [2 ]
Vantourout, Julien C. [1 ]
Tlili, Anis [1 ]
机构：
[1] Univ Lyon, Univ Claude Bernard Lyon 1, CNRS, ICBMS,UMR5246, 43 Bd 11 Novembre 1918, F-69622 Villeurbanne, France
[2] Univ Lyon, Univ Lyon 1, ENS Lyon, CNRS,UMR 5182,Lab Chim, F-69342 Lyon, France
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 26卷 / 36期
关键词：
Trifluoromethylthiolation; Photocatalysis; radicals; EPR; HAT; TRIFLUOROMETHYLTHIOLATION; DECATUNGSTATE; CATALYSIS; RESONANCE; BATCH;
D O I：
10.1002/ejoc.202300619
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report the photocatalyzed C-SCF3 bond formation using a new shelf-stable PhPh-N-(SCF3)(CF3) reagent I in combination with 4CzIPN as organophotocatalyst under blue LED irradiation. While the synthesis of vinyl-SCF3 is performed in the presence of bromide salts as an activator of reagent I, the synthesis of trifluoromethylthioesters was undertaken using aldehydes as starting material in the presence of a hydrogen atom transfer catalyst (HAT). Preliminary mechanistic investigations including EPR spectroscopy and cyclic voltammetry analysis shed the light on the reaction mechanisms.
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页数：5
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