Unprecedented cooperative DBU-CuCl2 catalysis for the incorporation of carbon dioxide into homopropargylic amines leading to 6-methylene-1,3-oxazin-2-ones

DBU: A Reaction Product Component

“…The interactions between organic superbases and CO 2 remain nevertheless matter of debate. [28,29] Forlani's team reported the formation of a Meisenheimer complex from nucleophilic attack of DBU on 1,3,5-trinitrobenzene (Scheme 8). [30] The equilibrium between the reactants and the zwitterionic adduct was kinetically studied by UV spectro-scopy in DMSO [31] and toluene.…”

“…This team also demonstrated the absence of reaction between DBU and carbon dioxide at room temperature under H 2 O‐free conditions. The interactions between organic superbases and CO 2 remain nevertheless matter of debate …”

Mechanistic insights into the Cu(ii)/DBU-catalyzed incorporation of CO2into homopropargylic amines

“…An unprecedented CuCl 2 /DBU-catalyzed reaction to synthesize 6-methylene-1,3-oxazin-2-ones via the incorporation of CO 2 into homopropargylic (see Scheme 1) 43 was selected as simple research to explore the positive effects of the cooperative transition-metal catalyst/DBU catalytic system. The title reaction has been studied by Gabriele and workers.…”

Highly Efficient Conversion of Aziridines and CO2 Catalyzed by Microporous [Cu12] Nanocages

“…To solve these problems, it is imperative to reduce the atmospheric CO 2 concentration. The capture and conversion of CO 2 into value-added chemicals is a sustainable approach, which can not only relieve CO 2 emissions but also realize the utilization of CO 2 as a renewable C1 source. − Among the reported CO 2 conversion routes, the cycloaddition reaction of CO 2 with aziridines is very promising and arouses intense interest , because the generated product oxazolidinone, as an important chemical intermediate, has wide applications in pharmaceutical agents and chiral auxiliaries. , Traditionally, oxazolidinones are prepared from the carbonylation of amino alcohols with toxic CO and phosgene. , In contrast, the CO 2 cycloaddition reaction with aziridines is eco-friendly and highly atom-economic. As a result, many efficient catalysts were developed for this reaction and exhibit good catalytic performance.…”