1971 年 91 巻 10 号 p. 1109-1115
Irradiation of 4-tosyl-1, 2, 3, 4-tetrahydro [1, 4] diazepino [3, 2, 1-kl] phenoxazine (V) in 70% ethanol with 100 W high-pressure mercury lamp in the presence of sodium borohydride and sodium carbonate gave 1, 2, 3, 4-tetrahydro [1, 4] diazepino [3, 2, 1-kl] phenoxazine (VI) and 1-(2'-hydroxyphenyl)-2, 3, 4, 5-tetrahydro-1H-benzo [b]-1, 4-diazepine (VII), accompanied with the opening of the phenoxazine ring. Photochemical reaction of V in dry ethanol or dry benzene afforded VI and 7-tosyl-1, 2, 3, 4-tetrahydro [1, 4] diazepino [3, 2, 1-kl] phenoxazine (XIII), with rearrangement of the tosyl group. Similar reaction of 3-tosyl-1, 2-dihydro-3H-pyrazino [3, 2, 1-kl] phenoxazine (I) gave 1, 2-dihydro-3H-pyrazino [3, 2, 1-kl] phenoxazine (III) and 6-tosyl-1, 2-dihydro-3H-pyrazino [3, 2, 1-kl] phenoxazine (XVII). The synthetic mechanisms of these reaction were examined.
