Studies towards the synthesis of the benzodiazepine alkaloid auranthine. Synthesis of an acetylated derivative

摘要

Different approaches towards the synthesis of auranthine have been investigated. A completed synthesis of 3-[2-(4-oxo-3,4-dihydro-quinazolin-2-yl)-ethyl]-3,4-dihydro-1H-benzo[e][1, 4]-diazepine-2,5-dione, an auranthine precursor, which after dehydration with 50% propylphosphonic acid anhydride solution in ethyl acetate and DMA gave a C-acetyl derivative of auranthine. Additionally studies towards the synthesis of fused quinazolinones yielded the C-acetylated pyrido[2,1-b]quinazolinones or butyric acid derivatives. [References: 44]