Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (3): 672-675.DOI: 10.6023/cjoc201412033 Previous Articles     Next Articles

ARTICLE

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.

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