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Nitrenes. Part I. Modified syntheses of β-carboline derivatives through nitrene intermediates
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1968
Year
HalogenationChemical Engineeringβ-Carboline DerivativesDerivativesEngineeringDerivative (Chemistry)Chemical DerivativeModified SynthesesOrganic ChemistryChemistryPharmacologyGood YieldSynthetic ChemistryTriethyl PhosphiteNitrene IntermediatesNatural Product Synthesis
Reduction of 6-chloro-2-methyl-(IV) and 2-chloro-6-methyl-3-nitro-4-phenylpyridine (V) with triethyl phosphite gave 3-chloro-1-methyl-(VI) and 1-chloro-3-methyl-β-carboline (VII) respectively. Dechlorination of these gave 1-methyl-β-carboline (harman)(VIII) and 3-methyl-β-carboline (IX) respectively in good yield.