Novel photocyclization of substituted α-dehydronaphthylalanines via electron transfer
作者:Kanji Kubo、Yuhki Ishii、Tadamitsu Sakurai、Motohiko Makino
DOI:10.1016/s0040-4039(98)00713-8
日期:1998.6
N-acyl α-dehydro(1-naphthyl)alanines (1) having the dialkylamino donor at the end of a side chain in methanol was found to give 1,2-dihydrobenzo[ƒ]quinolinones (2) in good yields, which were formed via the electron-transfer reaction in the excited-state (E)-isomers, while intramolecular photoaddition reactions in the (Z)- and (E)-isomers afforded minor amounts of benzo[ƒ]isoquinoline (3) and 1-azetine
取代的照射Ñ酰基α脱氢(1-萘基)丙氨酸(1),其具有在甲醇中的侧链的末端的二烷基氨基供体被发现,得到1,2-二氢-苯并[ƒ]喹啉酮(2以良好的收率) ,是通过在激发态(E)异构体中的电子转移反应形成的,而在(Z)和(E)异构体中的分子内光加成反应提供的苯并[异]异喹啉(3)和1-氮杂环丁烷(4)衍生物。取代基对产物分布的影响分析表明,庞大的二异丙基氨基供体以及氮-苯甲酰基团发挥作用,使相对产率提高3至2。