有机化学 ›› 2015, Vol. 35 ›› Issue (8): 1733-1738.DOI: 10.6023/cjoc201502014 上一篇    下一篇

研究论文

不饱和烃在碘催化下一锅法合成α-酮酰胺

任相伟, 王光伟, 唐向阳, 赵温涛   

  1. 天津大学理学院化学系 天津 300072
  • 收稿日期:2015-02-08 修回日期:2015-04-08 出版日期:2015-08-25 发布日期:2015-04-10
  • 通讯作者: 赵温涛 E-mail:wentao_Zhao@tju.edu.cn
  • 基金资助:

    国家重点基础研究发展计划(No. 2015CB856500)资助项目.

Iodine-Catalyzed One-Pot Synthesis of α-Ketoamides from Unsaturated Hydrocarbons

Ren Xiangwei, Wang Guangwei, Tang Xiangyang, Zhao Wentao   

  1. Department of Chemistry, Tianjin University, Tianjin 300072
  • Received:2015-02-08 Revised:2015-04-08 Online:2015-08-25 Published:2015-04-10
  • Supported by:

    Project supported by the National Basic Research Program of China (No. 2015CB856500).

介绍了一种以烯烃或炔烃为原料、以过氧化叔丁醇为氧化剂和碘为催化剂的一锅法合成α-酮酰胺的简便方法. 该方法具有很好的原子经济性、避免使用重金属催化剂、反应条件温和、产率高等优点, 解决了以往α-酮酰胺合成中条件苛刻、原料不易得、产率低等问题. α-酮酰胺在生物活性分子和药物分子的合成上具有潜在的应用价值.

关键词: α-酮酰胺, 烯烃, 炔烃, 碘, 过氧化叔丁醇

A one-pot synthetic protocol of α-ketoamides from alkene or alkyne using iodine as catalyst and tert-butyl hydroperoxide as oxidant is reported. The protocol has the advantages of good atomic economy, mild reaction condition, high yielding, and avoiding using heavy metal catalyst, which has solved the drawbacks of harsh condition, poor availability of starting materials, and low yielding in previous α-ketoamides systhesis. α-Ketoamides has potential applications in bioactive molecule and drug synthesis.

Key words: α-ketoamide, alkenes, alkynes, iodine, tert-butyl hydroperoxide