Electrochemical Synthesis of 4‐Selenylated Oxazolones via Oxyselenylation of Ynamides

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Окт. 19, 2024

Abstract Electrosynthesis of selenylated‐oxazolone derivatives via cascade selenylation/cyclization ynamides was disclosed. A series diaryl diselenides, dialkyl and heteroaryl‐substituted tolerated in this protocol delivered 4‐selenyloxazolones 28–83% yields. The scale‐up reaction the oxidation performed to showcase practicability method. Furthermore, mechanistic experiments indicated that a cationic pathway instead radical probably involved.

Язык: Английский

Electrosynthesis of Cyclic Isoureas and Ureas Through Contiguous Heterofunctionalizations

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(16), С. 11323 - 11333

Опубликована: Июль 27, 2024

An efficient synthetic protocol for the selenylated cyclic isoureas was developed using electrochemical activation of diselenides. This sustainable approach permitted transition metal and chemical oxidant-free difunctionalization olefins overall access to distinct 1,2,3 triheterofunctionalized carbon skeletons. Excellent functional group tolerance noticed, allowing synthesis a series isourea derivatives. In addition, an acid-triggered skeletal isomerization facilitated urea derivatives from corresponding isoureas. Mechanistic investigations, along with voltammetric studies, enabled postulation reaction mechanism.

Язык: Английский