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

被引：11

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.

引用

页数：5

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