有机化学    

研究论文

银催化环状醛亚胺与草酸单烷基酯的脱羧C-H烷基化反应研究

王晶晶a, 于子涵a, 岳开华b, 伊茂聪b, 张安东c, 丁同惠a, 王翠洁a, 崔明月a, 廖科超*,a, 李峰*,a   

  1. a枣庄学院食品科学与制药工程学院 枣庄 277000;
    b山东鲁宁药业有限公司 东营 257000;
    c东营东方化学工业有限公司 东营 257000
  • 收稿日期:2025-10-27 修回日期:2025-12-30
  • 基金资助:
    枣庄学院博士科研启动基金(Nos. 1020740, 1020741)资助项目.

Silver-Catalyzed Decarboxylative C-H Alkylation of Cyclic Aldimines with Monoalkyl Oxalates

Wang Jingjinga, Yu Zihana, Yue Kaihuab, Yi Maocongb, Zhang Andongc,ding Tonghuia, Wang Cuijiea,cui Mingyuea, Liao Kechao*,a, Li Feng*,a   

  1. aCollege of Food Science and Pharmaceutical Engineering, Zaozhuang University, Zaozhuang 277000;
    bShandong Luning Pharmaceutical Co., Ltd., Dongying 257000;
    cDongying Dongfang Chemical Industry Co., Ltd., Dongying 257000
  • Received:2025-10-27 Revised:2025-12-30
  • Contact: *E-mail: lifeng20150720@163.com; liaokechao@163.com
  • Supported by:
    Doctoral Research Foundation of Zaozhuang University (Nos. 1020740, 1020741).

本文通过C-O键断裂策略实现了银催化的单烷基草酸酯与环状醛亚胺的脱羧Csp2-H键烷基化反应。该反应在温和的条件下进行,以中等的至良好的收率(30-80%)得到目标产物,且底物适用范围广泛。此外,我们还对生物活性分子的后期修饰及催化策略的进一步应用进行了研究。机理研究表明该反应经历自由基机理。

关键词: 银催化, C-H烷基化, 环状醛亚胺, 草酸单烷基酯, C-O键断裂

Silver-catalyzed decarboxylative Csp2-H alkylation of cyclic aldimines with monoalkyl oxalates via C-O bond cleavage has been realized under mild reaction conditions. The corresponding products were generated in moderate to good yields (30-80%) with wide substrate scope. In addition, late-stage modification of bioactive molecules, and further application of the catalytic strategy were also performed. The mechanistic studies show that the reaction undergoes a radical pathway.

Key words: Silver catalysis, C-H Alkylation, Cyclic aldimines, Monoalkyl oxalates, C-O Bond cleavage