Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan.
Frontier Research Base for Global Young Researchers, Graduate School of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan.
Angew Chem Int Ed Engl. 2016 Dec 23;55(52):16075-16079. doi: 10.1002/anie.201609710. Epub 2016 Nov 28.
Direct synthesis of carboxylic-phosphinic mixed anhydrides has been achieved by treating carbon dioxide with N-phosphine oxide-substituted imidazolylidenes (PoxIms) that contain both nucleophilic carbene and electrophilic phosphorus moieties. This novel mixed anhydride was efficiently derivatized into an ester, an amide, and an unsymmetrical ketone via transformation into its corresponding imidazolium salt followed by a dual substitution reaction. The presented work used well-designed multifunctional carbene reagents to establish a novel utility for carbon dioxide in organic synthesis.
通过用含亲核卡宾和亲电磷部分的 N-氧化膦取代咪唑啉（PoxIms）处理二氧化碳，直接合成了羧酸-膦混合酸酐。这种新型混合酸酐可通过转化为相应的咪唑翁盐，然后进行双取代反应，有效地衍生为酯、酰胺和不对称酮。本工作使用精心设计的多功能卡宾试剂，在有机合成中为二氧化碳建立了新的用途。
