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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 9: 2863 - 2870

DOI: https://doi.org/10.6023/cjoc202004048

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
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  • College of Chemistry and Chemical Engineering, Jiangxi Science & Technology Normal University, Nanchang 330013

Received date: 2020-04-29

  Revised date: 2020-06-04

  Online published: 2020-06-19

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).

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Abstract

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

Cite this article

Lin Cong , Gao Zhenbo , Teng Qiuxun , Xue Bowen , Li Xiaohua , Gao Fei , Shen Liang . Synthesis of Vinyl-Substituted Dihydroisoquinolone via Ru(II)-Catalyzed C—H Functionalization/Annulation of Imidates[J]. Chinese Journal of Organic Chemistry, 2020 , 40(9) : 2863 -2870 . DOI: 10.6023/cjoc202004048

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