Synthesis of 2-oxazolidinone by N-heterocyclic carbene-catalyzed carboxylative cyclization of propargylic amine with CO₂

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• 作者：Ken-ichi Fujita^a ; ; Akira Fujii^a ; Junichi Sato^b ; Shun-ya Onozawa^a ; Hiroyuki Yasuda^a ; ^b
• 关键词：N-Heterocyclic carbene ; Catalyst ; Carbon dioxide ; Carboxylative cyclization ; 2-Oxazolidinone
• 刊名：Tetrahedron Letters
• 出版年：2016
• 出版时间：16 March 2016
• 年：2016
• 卷：57
• 期：11
• 页码：1282-1284
• 全文大小：828 K

文摘

By employing N-heterocyclic carbenes as catalysts, the carboxylative cyclization of propargylic amine proceeded under 0.6 MPa of CO₂ to afford the corresponding 2-oxazolidinone at 90 °C in 2-propanol. Among N-heterocyclic carbenes, 1,3-di-t-butylimidazol-2-ylidene was the most effective catalyst for the reaction, providing 2-oxazolidinone in a maximum chemical yield of 99%.