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An Efficient Synthesis of New 2-Pyronyl-1,5-Benzodiazepine Derivatives
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1999
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Basic CatalysisDerivative (Chemistry)DerivativesMedicine3,4-Dihydro-2-pyronyl-1,5-benzodiazepines 4Organic ChemistryEfficient SynthesisChemistryHeterocycle Chemistry2-Pyronyl-1,5-benzodiazepines 6PharmacologyPharmaceutical ChemistrySynthetic ChemistryDrug Discovery
A series of 3,4-dihydro-2-pyronyl-1,5-benzodiazepines 4 was prepared by the reaction of DHA (dehydroacetic acid), o-PDA (orthophenylenediamine) and aromatic aldehydes in the presence of a catalytic amount of TFA (trifluoroacetic acid). 2-Pyronyl-1,5-benzodiazepines 6 in turn were synthesised from DHA, o-PDA and acetal [dimethyl formamide-dimethyl acetal (DMF-DMA) or dimethyl acetamide-dimethyl acetal (DMA-DMA)] under basic catalysis.