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An alternative approach towards novel heterocycle-fused 1,4-diazepin-2-ones by an aromatic amidation protocol
Abstract:The synthesis of new 1,4-diazepin-2-one derivatives starting from glycine or alanine aminoacids is presented. The key cyclization step includes the PIFA mediated formation of N-acylnitrenium ions and their subsequent intramolecular trapping by an (hetero)aromatic ring. The so-promoted aromatic amidation process takes place without loss of enantiomeric purity when optically pure methoxyamide precursors are employed.
Keywords:hypervalent iodine  heterocycles  cyclizations  N-acylnitrenium  diazepin-2-ones
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