Cascade couplings of N-alkyl-N-methacryloyl benzamides with ethers and benzenesulfonohydrazides to generate isoquinoline-1,3(2H,4H)-dione derivatives

The Journal of Organic Chemistry
Min ZhangAihua Zhou

Abstract

Two radical-mediated cascade couplings of N-alkyl-N-methacryloylbenzamides with different ethers and arylsulfonohydrazides to generate ether- and arylsulfonyl-substituted isoquinoline-1,3(2H,4H)-dione derivatives were developed. Both casccades proceeded via initially triggered functionalization of the alkene functions of the N-alkyl-N-methacryloylbenzamides, followed by ortho radical cyclizations onto the aromatic ring to give isoquinoline-1,3(2H,4H)-dione derivatives in good yields. These highly functionalized drug-like molecules will be valuable in drug discovery in the future.

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Citations

Dec 1, 2015·Organic Letters·Yi-Long ZhuShu-Jiang Tu
Nov 19, 2015·The Journal of Organic Chemistry·Shi TangRui-Long Sheng
Mar 10, 2016·Organic Letters·Liangliang ZhangYufen Zhao
Jun 9, 2016·The Journal of Organic Chemistry·Yuan SuXia Xiao
Dec 18, 2015·Organic & Biomolecular Chemistry·Yingcai DingAihua Zhou
Aug 18, 2017·Organic & Biomolecular Chemistry·Yimei WanGangguo Zhu
Oct 3, 2020·Organic & Biomolecular Chemistry·Jessy Aziz, Abdallah Hamze
Dec 17, 2016·The Journal of Organic Chemistry·Xiao-Feng XiaYong-Min Liang
Nov 28, 2017·Organic Letters·Jatuporn MeesinChutima Kuhakarn

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