Publication | Closed Access
Cascade Couplings of <i>N</i>-Alkyl-<i>N</i>-methacryloyl Benzamides with Ethers and Benzenesulfonohydrazides To Generate Isoquinoline-1,3(2<i>H</i>,4<i>H</i>)-dione Derivatives
74
Citations
45
References
2015
Year
Combinatorial ChemistryDerivative (Chemistry)Cross-coupling ReactionCascade CouplingsEngineeringMedicineOrganic ChemistryChemistryHeterocycle ChemistryPharmacologyRadical-mediated Cascade CouplingsBiomolecular EngineeringDrug Discovery-Dione Derivatives
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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