4.7 Article

Cascade Couplings of N-Alkyl-N-methacryloyl Benzamides with Ethers and Benzenesulfonohydrazides To Generate Isoquinoline-1,3(2H,4H)-dione Derivatives

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 8, Pages 4176-4183

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b00158

Keywords

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Funding

  1. Jiangsu University [1281290006]
  2. PAPD by Jiangsu University

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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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