Song Qing-Wen, Zhou Zhi-Hua, Yin Hong, He Liang-Nian
State Key Laboratory and Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin, 300071, PR China.
State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan, 030001, PR China.
ChemSusChem. 2015 Dec 7;8(23):3967-72. doi: 10.1002/cssc.201501176. Epub 2015 Nov 6.
The utilization of carbon dioxide poses major challenges owing to its high thermodynamic stability and kinetic inertness. To circumvent these problems, a simple reaction system is reported comprising ammonium carbamates as carbon dioxide surrogates, propargylic alcohols, and a silver(I) catalyst, for the effective conversion of a wide range of alcohols and secondary amines into the corresponding β-oxopropylcarbamates. A key feature of this strategy includes quantitative use of a carbon resource with high product yields under gas-free and mild reaction conditions. Notably, this catalytic protocol also works well for the carboxylative cyclization of propargylic amines and carbon dioxide surrogates to afford 2-oxazolidinones.
由于二氧化碳具有很高的热力学稳定性和动力学惰性,其利用面临重大挑战。为克服这些问题,报道了一种简单的反应体系,该体系由氨基甲酸酯作为二氧化碳替代物、炔丙醇和银(I)催化剂组成,可将多种醇和仲胺有效转化为相应的β-氧代丙基氨基甲酸酯。该策略的一个关键特征是在无气体和温和反应条件下定量使用碳源,且产物收率高。值得注意的是,这种催化方法对于炔丙胺和二氧化碳替代物的羧基化环化反应也很有效,可得到2-恶唑烷酮。