有机化学 ›› 2017, Vol. 37 ›› Issue (11): 2785-2799.DOI: 10.6023/cjoc201708021 上一篇    下一篇

综述与进展

金催化分子间炔烃的氮烯转移反应合成含氮杂环化合物

廖云a,b, 朱磊b, 俞颖华b, 陈贵b, 黄学良b   

  1. a 福州大学化学学院 福州 350116;
    b 中国科学院煤制乙二醇及相关技术重点实验室 中国科学院福建物质结构研究所 福州350002
  • 收稿日期:2017-08-11 修回日期:2017-09-08 发布日期:2017-09-19
  • 通讯作者: 陈贵, 黄学良 E-mail:chengui@fjirsm.ac.cn;huangxl@fjirsm.ac.cn
  • 基金资助:

    国家自然科学基金(Nos.2142197,21502190)、福建省自然科学基金(No.2017J0131)资助项目.

N-Heterocycle Synthesis via Gold-Catalyzed Intermolecular Nitrene Transfer Reactions of Alkynes

Liao Yuna,b, Zhu Leib, Yu Yinghuab, Chen Guib, Huang Xueliangb   

  1. a College of Chemistry, Fuzhou University, Fuzhou 350116;
    b Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002
  • Received:2017-08-11 Revised:2017-09-08 Published:2017-09-19
  • Contact: 10.6023/cjoc201708021 E-mail:chengui@fjirsm.ac.cn;huangxl@fjirsm.ac.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21402197, 21502190), and the Natural Science Foundation of Fujian Province (No. 2017J01031).

含氮杂环是很多天然产物、生物医药活性物种、光电新材料等的重要结构单元,也是有机合成中非常重要的合成子.主要介绍金催化分子间炔烃与氮烯前体的反应,合成多取代氮杂环化合物.在该类反应中,炔烃经金催化剂活化后,与各种不同的氮烯前体反应,以一种高效、快捷的转化模式构建多官能团化的含氮杂环化合物.

关键词: 金催化, 炔酰胺, 氮烯前体, 含氮杂环, α-亚胺金卡宾

N-Heterocyclic rings are versatile structural units that widely dispersed in a variety of natural products, biological active species, and photoelectric materials. They are also useful building blocks in synthetic community. This review mainly focused on recent progress on gold-catalyzed intermolecular nitrene transfer reactions with alkynes. This strategy complements the toolbox for the synthesis of multisubstituted N-heterocyclic compounds. Mechanistically, activated by a suitable gold catalyst, the specific alkyne could react with a nitrene precursor, providing the final N-heterocyclic compounds in highly efficient manner.

Key words: gold-catalysis, ynamide, nitrene precursor, N-heterocycle, α-imino-gold-carbene