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Cyclization of ortho-halogenated N-acylbenzylamines: a formal synthesis of (±)-cherylline
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1981
Year
Thermal ConditionsEngineeringHeterocyclicNatural SciencesOrtho-halogenated N-alkyl-n-acylbenzylaminesDiversity-oriented SynthesisLiquid Nh3Organic ChemistryOrtho-halogenated N-acylbenzylaminesChemistryHeterocycle ChemistryStereoselective SynthesisSynthetic ChemistryBiomolecular Engineering
ortho-Halogenated N-alkyl-N-acylbenzylamines can be cyclised to dihydroisoquinolones by reaction with KNH2 in liquid NH3 or lithium di-isopropylamide in tetrahydrofuran under photolytic and thermal conditions; the procedure has been employed to synthesize (±)-cherylline.