title: Silver(I)-Catalyzed Synthesis of β-Oxopropylcarbamates from Propargylic Alcohols and CO2 Surrogate: A Gas-Free Process.
abstract: 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.
authors.affiliation: 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.
authors.forename: Qing-Wen
authors.initials: QW
authors.lastname: Song
authors.affiliation: State Key Laboratory and Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin, 300071, PR China.
authors.forename: Zhi-Hua
authors.initials: ZH
authors.lastname: Zhou
authors.affiliation: State Key Laboratory and Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin, 300071, PR China.
authors.forename: Hong
authors.initials: H
authors.lastname: Yin
authors.affiliation: State Key Laboratory and Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin, 300071, PR China. heln@nankai.edu.cn.
authors.forename: Liang-Nian
authors.initials: LN
authors.lastname: He
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002219:Carbamates / Q000138:chemical synthesis* / Q000737:chemistry*; D002245:Carbon Dioxide / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D020005:Propanols / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*
chemical_list: D000480:Alkynes; D002219:Carbamates; D020005:Propanols; D002245:Carbon Dioxide; D012834:Silver; C028255:propargyl alcohol; C070766:carbamic acid
keywords: carbon dioxide chemistry; homogeneous catalysis; nitrogen heterocycles; silver; synthetic methods