2-异丙基-1,3-二氢-4(1H)异喹啉酮及其衍生物的合成

Synthesis of 2-Isopropyl-1,3-dihydro-4(1H)isoquinolone Derivatives

异喹啉酮 (1)与羟胺反应得异喹啉酮肟 (2 ) ,再经Schroeter重排合成得到 4 氨基异喹啉的盐 (3) ,进而经催化加氢还原生成其脱烷基产物 6 .另外 ,异喹啉酮与NaN3 反应合成得到苯并二氮杂酮 (4 ) ,4经还原可生成苯并二氮杂 (5 ) .合成得到的 5个新化合物的结构经元素分析、红外。

Isoquinoline oxime (2) generated by the reaction of isoquinoline (1) with hydroxylamine hydrochloride underwent Schroeter rearrangement to give 4-amino isoquinolinium chloride (3). 3 was hydrogenated to provide 4-amino-1,2,3,4-tetrahydro-isoquinoline (6). In addition, the reaction of 1 with NaN 3 afforded benzodiazepinone (4), which was reduced by LiAlH 4 to give 1,4-benzodiazepine (5). The structures of the five new compounds obtained were confirmed by elemental analysis, IR, 1H NMR and MS spectroscopy.