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Organocatalytic Regioselective Synthesis of Sulfur-Containing N-Alkyl Carbamates from Alkyne-Derived Cyclic Carbonates  
Organocatalytic Regioselective Synthesis of Sulfur-Containing N-Alkyl Carbamates from Alkyne-Derived Cyclic Carbonates
资料类型: PDF文件
关键词: sulfur-containing  N-alkyl  carbamate  Alkyne-Derived  Cyclic  Carbonates  
资料大小: 349k
所属学科: 高分子化学
来源: 来源网络
简介:
A highly regioselective synthesis of sulfur-containing N-alkyl carbamate from propargyl alcohol, carbon dioxide (CO2) and amine via metal-free catalysis is described. The regioselective ring-opening addition of tri-substituted cyclic carbonate with amine was investigated in detail. A key feature of this system is the ability to afford tertiary β-hydroxyl N-alkyl carbamate with 100% selectivity by using 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as the catalyst in a wide range of reaction temperatures. The steric hindrance of amine and the use of ethanol favored the regioselective ring-opening addition reaction. A proposed mechanism for the ring-opening addition elaborated the underlying reason for the regioselective synthesis of sulfur-containing N-alkyl carbamate. This study provides a new alternative synthetic route to sulfur-containing N-alkyl carbamates from alkyne and CO2 and may offer an attractive scaffold for further synthesis.
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上传时间: 2019-04-01 16:53:27
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