有机化学 ›› 2020, Vol. 40 ›› Issue (9): 2863-2870.DOI: 10.6023/cjoc202004048 上一篇    下一篇

研究论文

钌(II)催化的亚胺酯碳-氢键官能化/环化反应合成烯基取代的二氢异喹诺酮

林聪, 高震博, 腾秋汛, 薛博文, 李小花, 高飞, 申亮   

  1. 江西科技师范大学化学化工学院 南昌 330013
  • 收稿日期:2020-04-29 修回日期:2020-06-04 发布日期:2020-06-20
  • 通讯作者: 林聪, 申亮 E-mail:conglin0127@jxstnu.com.cn;liangshen@jxstnu.com.cn
  • 基金资助:
    国家自然科学基金(Nos.51963010,21704036)和江西省自然科学基金(No.20202BABL213005)资助项目.

Synthesis of Vinyl-Substituted Dihydroisoquinolone via Ru(II)-Catalyzed C—H Functionalization/Annulation of Imidates

Lin Cong, Gao Zhenbo, Teng Qiuxun, Xue Bowen, Li Xiaohua, Gao Fei, Shen Liang   

  1. College of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013
  • Received:2020-04-29 Revised:2020-06-04 Published:2020-06-20
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 51963010, 21704036) and the Natural Science Foundation of Jiangxi Province (No. 20202BABL213005).

通过钌催化的亚胺酯C—H官能化/环化串联反应为高效构建乙烯基取代的二氢异喹诺酮衍生物提供了新方法.该反应具有较好的官能团耐受性,以中等至良好的收率得到相应的产物.该方法首次实现了钌(II)催化的亚胺酯C—H官能化与4-乙烯基-1,3-二噁烷-2-酮的环化串联反应合成3-乙烯基-3,4-二氢异喹啉-1(2H)-酮.

关键词: 乙烯基取代的二氢异喹诺酮, 钌催化, C—H官能化, 亚胺酯, 4-乙烯基-1,3-二噁烷-2-酮

An efficient and powerful approach for the construction of vinyl-substituted dihydroisoquinolone derivatives through ruthenium-catalyzed tandem C—H functionalization/annulation of imidates has been demonstrated. Various substituted functional groups of imidates could be well tolerated in this new transformation, delivering the corresponding products in moderate to good yields. This method represents the first successful example of Ru(II)-catalyzed C—H functionalization/an-nulation of imidates with 4-vinyl-1,3-dioxolan-2-one to the efficient synthesis of 3-vinyl-3,4-dihydroisoquinolin-1(2H)-ones.

Key words: vinyl-substituted dihydroisoquinolone, ruthenium-catalysis, C-H functionalization, imidate, 4-vinyl-1,3-di-oxolan-2-one