Chemical fixation of CO 2 to N -propargylamines: A straightforward route to 2-oxazolidinones

Recent Advances in the Chemical Fixation of Carbon Dioxide: A Green Route to Carbonylated Heterocycle Synthesis

“…Moreover, the re-use of the catalyst is very important. Thus some simple catalysts were recovered by distillation or precipitation from the reaction mixture (entries 3,6,8,15,19,26,29,32,33,35,46), and many examples of heterogeneous catalysts have been reported (Table 1, third part). It should be particularly outlined the apparatus setup by Shi, Hu and co-workers (entry 73), who interweaved their catalyst in the stirring paddle, thus providing a very simple method to recover the catalyst [111].…”

“…Therefore, the development of new methods for their synthesis is always welcome in the chemical community, in particular if these methods benefit from cheap, simple, and readily available starting materials. Notwithstanding the strong effort of Vessally [28][29][30][31][32][33] and others [34][35][36][37] to review large part of the synthesis of heterocycles by CO 2 fixation, many papers appeared in the literature in the last years, making an update necessary. Therefore, this review aims to summarize and discuss the recent advances in the reaction of CO 2 , for the synthesis of cyclic carbonates, carbamates, and ureas.…”

Metal-Catalyzed and Metal-Mediated Approaches to the Synthesis and Functionalization of Tetramic Acids

“…Earlier, in 2009, in the presence of silver acetate oxazolidinones were prepared under mild conditions without any base [105]. Since then, many heterocyclic compounds such as cyclic carbonate 36 (Scheme 9; Part B) [106] and numerous 2-oxazolidinone derivatives [107] have been prepared by a metal catalyzed reaction of CO2 with propargylic amine or alcohol 37 and even the metal-free synthesis of substituted oxazolones [108].…”

Cycloamination strategies for renewable N-heterocycles

“…For example, oxazolidinones can be synthesized by nucleophilic attack of CO 2 with aziridines or propargylic amines via carboxylative cyclization in the presence of a metal or base catalyst. [300][301][302] Similarly, benzoxazinones are formed by basecatalyzed three-component coupling of imines, benzyne, and CO 2 . 303 In another case, the carbonylation using CO 2 takes place without any reductant via two possible pathways: (a) successive nucleophilic attack of CO 2 with the nitrogen-containing compound bearing two nucleophilic sites, and (b) initial cyclization to form an unstable cyclic intermediate followed by immediate rearrangement to a stable counterpart.…”