Selenium-catalyzed oxidative carbonylation of 1,2,3-thiadiazol-5-amine with amines to 1,2,3-thiadiazol-5-ylureas

Electrophilic Selenium-Catalyzed Desymmetrizing Cyclization to Access P-Stereogenic Heterocycles

“…Of particular note, in 2020, Zhao and co-workers utilized a chiral Lewis basic selenide catalyst in the desymmetrizing aromatic chlorination of prochiral arylphosphines to obtain a variety of important acyclic P-stereogenic compounds . In sharp contrast, reactions that undergo electrophilic selenide catalysis to access chiral scaffolds are largely unexplored, despite the sequence of electrophilic selenylation/oxidative deselenylation contributing to the beginning of modern organoselenium catalysis . Indeed, it was not until 2016 that the Maruoka group reported the first generally successful electrophilic selenium-catalyzed enantioselective oxidative cyclization to convert β,γ -unsaturated carboxylic acids into various enantioenriched γ-butenolides (Scheme c) .…”

“Urea to Urea” Approach: Access to Unsymmetrical Ureas Bearing Pyridyl Substituents

“…The first route includes reactions in which the carbonyl group is introduced from the outside. These are palladium‐catalyzed cross‐coupling of aryl chlorides and triflates with sodium cyanate, [48] catalytic reduction of nitro compounds at the presence of CO, [49] catalytic carbonylation of amines by carbon monoxide, [50–52] carbon dioxide, [53,54] and metal carbonyls [55] . As alternative to amines, the azides carbonylation protocol was developed by Zhang and co‐workers [56,57] .…”