An alternative approach towards novel heterocycle-fused 1,4-diazepin-2-ones by an aromatic amidation protocol |
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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. |
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Keywords: | hypervalent iodine heterocycles cyclizations N-acylnitrenium diazepin-2-ones |
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