Tetrahydro??1, 5??benzoxazepines and tetrahydro??1H??1, 5??benzodiazepines by a tandem reduction??reductive amination reaction

RA Bunce, CL Smith, JR Lewis

Index: Bunce, Richard A.; Smith, Christopher L.; Lewis, Jason R. Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 6 p. 963 - 970

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Citation Number: 6

Abstract

Abstract A tandem reduction-reductive amination reaction has been applied to the synthesis of (±)-4-alkyl-2, 3, 4, 5-tetrahydro-1, 5-benzoxazepines and (±)-4-alkyl-1-benzoyl-2, 3, 4, 5- tetrahydro-1H-1, 5-benzodiazepines. The nitro aldehydes and ketones required for 1, 5- benzoxazepine ring closures were prepared by nucleophilic aromatic substitution of the alkoxides from several 3-buten-1-ol derivatives with 2-fluoro-1-nitrobenzene followed by ...