One-pot two-step stepwise reaction of terminal propargylic alcohols, carbon dioxide, and primary/secondary amines for the effective synthesis of various urethanes through robust silver-catalysed C-O/C-N bond formation...One-pot two-step stepwise reaction of terminal propargylic alcohols, carbon dioxide, and primary/secondary amines for the effective synthesis of various urethanes through robust silver-catalysed C-O/C-N bond formation is reported, Catalytic activities were investigated by controlling catalyst loading, reaction pressure and time, and very high turnover number （turnover frequency） was obtained： 3350 （35 h-1） with 0.01 mol% silver catalyst under 0.1 MPa, and up to 13360 （139 h-1） with 0.005 mol% silver catalyst under 2.0 MPa at room temperature. The strategy was ingeniously regulated, and synchronously afforded a wide range of β-oxopropylcarbamate and 1,3-oxazolidin-2-one motifs in excellent yields and selectivity together with unprecedented high turnover number （TON） and turnover frequency （TOF） value.展开更多
Organocatalysis represents a promising field in chemical fixation of CO2.Herein,a facile metal-free strategy was reported for the one-pot preparation of cyclic carbonates and a-hydroxy ketones from vicinal diols,propa...Organocatalysis represents a promising field in chemical fixation of CO2.Herein,a facile metal-free strategy was reported for the one-pot preparation of cyclic carbonates and a-hydroxy ketones from vicinal diols,propargylic alcohols and CO2.Wide scope of vicinal diols and propargylic alcohols was demonstrated to be efficient under the DBU-catalyzed conditions.A plausible mechanism was proposed,which included detailed main and side reactions under the metal-free conditions.展开更多
基金We are grateful to the National Natural Science Foundation of China （21602232）, the Natural Science Foundation for Youths of Shanxi （201701D221057）, and the Project of ＂Utilization of Low Rank Coal＂ Strategic Leading Special Fund, Chinese Academy of Sciences （XDA-07070800, XDA-07070400）.
文摘One-pot two-step stepwise reaction of terminal propargylic alcohols, carbon dioxide, and primary/secondary amines for the effective synthesis of various urethanes through robust silver-catalysed C-O/C-N bond formation is reported, Catalytic activities were investigated by controlling catalyst loading, reaction pressure and time, and very high turnover number （turnover frequency） was obtained： 3350 （35 h-1） with 0.01 mol% silver catalyst under 0.1 MPa, and up to 13360 （139 h-1） with 0.005 mol% silver catalyst under 2.0 MPa at room temperature. The strategy was ingeniously regulated, and synchronously afforded a wide range of β-oxopropylcarbamate and 1,3-oxazolidin-2-one motifs in excellent yields and selectivity together with unprecedented high turnover number （TON） and turnover frequency （TOF） value.
基金Financial support from the National Natural Science Foundation of China(No.21602232)the Natural Science Foundation of Shanxi Province(No.201701D221057)。
文摘Organocatalysis represents a promising field in chemical fixation of CO2.Herein,a facile metal-free strategy was reported for the one-pot preparation of cyclic carbonates and a-hydroxy ketones from vicinal diols,propargylic alcohols and CO2.Wide scope of vicinal diols and propargylic alcohols was demonstrated to be efficient under the DBU-catalyzed conditions.A plausible mechanism was proposed,which included detailed main and side reactions under the metal-free conditions.
