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有机化学
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有机化学 ›› 2015, Vol. 35 ›› Issue (3): 672-675.DOI: 10.6023/cjoc201412033 上一篇    下一篇

研究论文

一种N,N-二甲基乙酰胺提供亚甲基在水相中构建亚甲基双酰胺的方法

陈洁a, 毛金成a,b, 郑洋a   

  1. a 苏州大学材料与化学化工学部 苏州 215123;
    b 西南石油大学油气藏地质与开发国家重点实验室 成都 610500
  • 收稿日期:2014-12-19 修回日期:2015-01-16 发布日期:2015-01-28
  • 通讯作者: 毛金成 E-mail:jcmao@suda.edu.cn
  • 基金资助:

    教育部留学启动基金、江苏省高校优势学科项目和江苏省有机合成重点实验室基金资助项目.

Construction of Methylenebisamides in Aqueous Phase Using N,N-Dimethylacetamide to Provide Methylene

Chen Jiea, Mao Jinchenga,b, Zheng Yanga   

  1. a College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123;
    b State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation, Southwest Petroleum University, Chengdu 610500
  • Received:2014-12-19 Revised:2015-01-16 Published:2015-01-28
  • Supported by:

    Project supported by the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry, the Priority Academic Program Development of Jiangsu Higher Education Institutions, and the Key Laboratory of Organic Synthesis of Jiangsu Province.

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双酰胺的结构在合成仿肽类化合物中具有十分重要的作用. 以酰胺为底物, N,N-二甲基乙酰胺(DMAC)提供亚甲基, Na2S2O8为氧化剂, NH4)2Ce(NO3)6为催化剂, 在水相中反应合成亚甲基双酰胺化合物. 采用1H NMR, 13C NMR和LRMS对目标产物进行了表征. 研究表明该方法具有环境友好, 后处理操作简单和产率高等优点, 为亚甲基双酰胺化合物提供了新的方法.

关键词: 酰胺, 亚甲基双酰胺, 水相

A variety of bisamides which are key fragments in the formation of peptidomimetic compounds were synthesized. An effective method to synthesize methylenebisamides is by the reaction of amides with N,N-dimethylacetamide (DMAC) using Na2S2O8 as the oxidant and (NH4)2Ce(NO3)6 as the catalyst in water. The structures of product were confirmed by 1H NMR, 13C NMR and LRMS. The methodology will provide new strategies for the synthesis of methylenebisamides, which has the advantage of environment-friendly, simple workup and high yield.

Key words: amides, methylenebisamides, water