Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (4): 1622-1630.DOI: 10.6023/cjoc202010041 Previous Articles     Next Articles

ARTICLES

三乙胺促进的环丙烯酮和α-卤代异羟肟酸酯的环化反应合成多取代6H-1,3-噁嗪-6-酮

刘思展a, 崔明月a, 王博文a, 胡春梅b, 郑莹莹b, 李晶a, 徐学涛b,*(), 王震a, 王少华a,*()   

  1. a 兰州大学药学院 兰州 730000
    b 五邑大学生物科技与大健康学院 广东江门 529020
  • 收稿日期:2020-10-30 修回日期:2020-12-10 发布日期:2020-12-24
  • 通讯作者: 徐学涛, 王少华
  • 基金资助:
    国家自然科学基金(21472077); 国家自然科学基金(21772071); 广东省教育厅(2017KTSCX185); 广东省教育厅(2017KSYS010); 广东省教育厅(2019KZDXM035)

Triethyl Amine-Promoted Cyclization Reaction between Cyclopropenone and α-Halogenated Hydroxamate for the Synthesis of Polysubstituted 6H-1,3-Oxazin-6-one

Sizhan Liua, Mingyue Cuia, Bowen Wanga, Chunmei Hub, Yingying Zhengb, Jing Lia, Xuetao Xub,*(), Zhen Wanga, Shaohua Wanga,*()   

  1. a School of Pharmacy, Lanzhou University, Lanzhou 730000
    b School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020
  • Received:2020-10-30 Revised:2020-12-10 Published:2020-12-24
  • Contact: Xuetao Xu, Shaohua Wang
  • About author:
    * Corresponding authors. E-mail: ;
  • Supported by:
    National Natural Science Foundation of China(21472077); National Natural Science Foundation of China(21772071); Department of Education of Guangdong Province(2017KTSCX185); Department of Education of Guangdong Province(2017KSYS010); Department of Education of Guangdong Province(2019KZDXM035)

A triethyl amine-promoted cyclization reaction between cyclopropenone and α-halohydroxamate has been developed to give an alternative synthetic strategy for the construction of 6H-1,3-oxazin-6-one skeleton. The reaction shows good yield and functional group tolerance under metal-free and mild conditions, and it is suitable for gram-scale preparation.

Key words: cyclopropenone, α-halogenated hydroxamate, cyclization reaction, oxazinone