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

doi:10.6023/cjoc202004048

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (9): 2863-2870.DOI: 10.6023/cjoc202004048 Previous Articles Next Articles

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

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

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).

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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.

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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

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

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