摘要
噁唑烷酮类化合物良好的生物活性使其在有机合成、医药和材料等很多领域具有广泛的应用。利用苯基异氰酸酯和β-酮酯类化合物在CuI催化下的[3+2]环加成反应合成得到一种结构新颖的多取代噁唑烷酮类化合物,产率为68%~85%,结构经1H NMR,13C NMR和HR-MS表征。研究发现β-酮酯类化合物结构中含有苯基时该反应不能发生。最后根据实验结果提出了一种可能的反应机理。
Oxazolidinones are widely used in many fields,such as organic synthesis,medicine and materials because of their good biological activity.A novel and efficient CuI-catalyzed[3+2]cycloaddition of isocyanates withβ-keto esters for the synthesis of 3,4,5-trisubstituted oxazol-2(3H)-one derivatives in good to a yield of 68%~85%has been developed.The structure of all compounds were characterized by 1H NMR,13C NMR and HR-MS.The cycloaddition could not take place whenβ-keto esters bearing with phenyl group.A proposed mechanism was described.
作者
樊陈莉
张强
冯光峰
张世文
FAN Chen-li;ZHANG Qiang;FENG Guang-feng;ZHANG Shi-wen(College of Material Engineering,Wuhu Institute of Technology,Wuhu 241003,China;College of Chemistry and Materials Science,Anhui Normal University,Wuhu 241002,China)
出处
《安徽师范大学学报（自然科学版）》
CAS
2020年第6期545-548,共4页
Journal of Anhui Normal University(Natural Science)
基金
安徽省高等学校自然科学研究项目(KJ2019A0973)
安徽省高校优秀青年人才支持计划项目(gxyqZD2019116).
关键词
噁唑烷酮
环加成
β-酮酯
异氰酸酯
oxazolidones
cycloaddition
β-keto esters
isocyanates
