Publication | Closed Access
Visible-Light-Induced Radical Cascade Cyclization: Synthesis of the ABCD Ring Cores of Camptothecins
25
Citations
42
References
2018
Year
Combinatorial ChemistryBioorganic ChemistryMolecular BiologySynthetic PhotochemistryOrganic ChemistryChemistryHeterocycle ChemistryChemical BiologyMedicinal ChemistryNew StrategyBiochemistryPhotochemistryAvailable IsocyanoarenesMechanistic PhotochemistryRadical (Chemistry)PharmacologyNatural Product SynthesisHeterocyclicNatural SciencesMarketed CamptothecinsAbcd Ring Cores
A new strategy for constructing indolizino[1,2-b]quinolin-9(11H)-ones (ring cores of camptothecins) from readily available isocyanoarenes and N-(alkyl-2-yn-1-yl)pyridin-2(1H)-ones has been developed through a visible-light-induced radical cascade cyclization process. The reaction proceeds under mild conditions with fair to excellent yields. The easy introduction of substituents for both reactants and the broad functional group tolerance of the reaction make it a straightforward route to the cores of the marketed camptothecins and their derivatives.
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