Walter L A, Chang W K
J Med Chem. 1975 Feb;18(2):206-8. doi: 10.1021/jm00236a022.
1,5-Ethano-2,3,4,5-tetrahydro-1H-3-benzazepine, from the LiA1H4 reduction of 2-benzyloxy-1,5-ethano-4-oxo-2,3,4,5-tetrahydro-1H-3-benzazepine, was converted to N-alkyl, aralkyl, cycloalkyl, and alkenyl derivatives which were inactive as morphine type analgetics in mice. The LiA1H4 reduction of 2-benzyloxy-1,5-etheno-4-oxo-2,3,4,5-tetrahydro-1H-3-benzazepine gave unstable products from which only the skeletally rearranged dihydro- and tetrahydrobenzo[e]isoindolines, were isolated.
由2-苄氧基-1,5-亚乙基-4-氧代-2,3,4,5-四氢-1H-3-苯并氮杂䓬经LiAlH₄还原得到的1,5-亚乙基-2,3,4,5-四氢-1H-3-苯并氮杂䓬被转化为N-烷基、芳烷基、环烷基和烯基衍生物,这些衍生物在小鼠体内作为吗啡类镇痛药无活性。2-苄氧基-1,5-亚乙烯基-4-氧代-2,3,4,5-四氢-1H-3-苯并氮杂䓬经LiAlH₄还原得到不稳定产物,从中仅分离出骨架重排的二氢和四氢苯并[e]异吲哚啉。