Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (2): 507-518.DOI: 10.6023/cjoc202108016 Previous Articles     Next Articles



王凤, 黄丹凤*(), 赵鹏飞, 杨明, 韩侗育, 王克虎, 王君姣, 苏瀛鹏, 胡雨来*()   

  1. 西北师范大学化学化工学院 兰州 730070
  • 收稿日期:2021-08-13 修回日期:2021-09-30 发布日期:2022-02-24
  • 通讯作者: 黄丹凤, 胡雨来
  • 基金资助:
    国家自然科学基金(21861033); 国家自然科学基金(22061037); 上海恩氟佳科技有限公司资助项目.

Study on the Allylation of Benzol[e][1,2,3]oxathiazine-2,2-dioxides

Feng Wang, Danfeng Huang(), Pengfei Zhao, Ming Yang, Tongyu Han, Kehu Wang, Junjiao Wang, Yingpeng Su, Yulai Hu()   

  1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2021-08-13 Revised:2021-09-30 Published:2022-02-24
  • Contact: Danfeng Huang, Yulai Hu
  • Supported by:
    National Natural Science Foundation of China(21861033); National Natural Science Foundation of China(22061037); Shanghai Sinofluoro Chemicals Co., Ltd.

The allylation of benzol[e][1,2,3]oxathiazine-2,2-dioxides with allyl bromides promoted by tin powder was explored. The results showed that the allylation proceeded smoothly with high yields for a variety of substrates. When various allyl bromides were used to perform the reaction, the γ-addition products were obtained. These allylated products underwent N-allylation reaction in the presence of base, and the diallylated products of benzol[e][1,2,3]oxathiazine-2,2-dioxides were obtained in high yields. The diallylated products of benzol[e][1,2,3] oxathiazine-2,2-dioxides further underwent ring closing metathesis reaction, and the cyclic derivatives of benzol[e][1,2,3] oxathiazine-2,2-dioxides were obtained in good yield.

Key words: tin powder, allyl bromides, benzol[e][1,2,3]oxathiazine-2,2-dioxides, allylation