Irradiation of the 2-methylquinoline N-ethoxycarbonylimides (15a-d) having an electron-donating substituent in the 6- or 8-position gave the novel 3H-1, 3-benzodiazepines (16), together with the parent quinolines (13), whereas substituted quinoline N-imides having either an electron-donating or-withdrawing group in other positions gave no benzodiazepines. These substituent effects are discussed. A similar substituent effect was also observed in the photo-induced rearrangement of the isoquinoline N-ethoxycar-bonylimides (25) to the 1H-1, 3-benzodiazepines (28).
在6-或8-位具有供电子取代基的
2-甲基喹啉N-乙氧羰基
亚胺(15a-d)的辐照下,产生了新型的3H-1,3-苯并二氮杂䓬(16),同时生成了母体
喹啉(13),而在其他位置具有供电子或吸电子取代基的
喹啉N-
亚胺则未能生成苯并二氮杂䓬。本文讨论了这些取代基的影响。在
异喹啉N-乙氧羰基
亚胺(25)光诱导重排为1H-1,3-苯并二氮杂䓬(28)的过程中,也观察到了类似的取代基效应。