Generation of nitrene by the photolysis of N-substituted iminodibenzothiophene.
To evaluate the ability of dibenzothiophene N-substituted sulfilimines as photochemical nitrene sources, their photolyses in the presence of several trapping reagents, such as sulfides, olefins, and phosphorus compounds, were performed. In the reactions, the corresponding imino-transfer compounds, namely sulfilimines, aziridines, and iminophosphoranes, were formed in good yields, indicating dibenzothiophene N-tosyl and N-acylsulfilimines have a potent nature as nitrogen sources.
Morita
Hiroyuki
H
Department of Material Systems Engineering and Life Science, Faculty of Engineering, University of Toyama, 3190 Gofuku, Toyama 930-8555, Japan. morita@eng.u-toyama.ac.jp
Tatami
Atsushi
A
Maeda
Tetsuo
T
Kim
Byung Ju
BJ
Kawashima
Wataru
W
Yoshimura
Toshiaki
T
Abe
Hitoshi
H
Akasaka
Takeshi
T
D001388:Aziridines / Q000138:chemical synthesis / Q000737:chemistry / Q000528:radiation effects; D007097:Imines / Q000138:chemical synthesis / Q000737:chemistry / Q000528:radiation effects*; D015394:Molecular Structure; D010753:Phosphoranes / Q000138:chemical synthesis / Q000737:chemistry / Q000528:radiation effects; D010777:Photochemistry; D010782:Photolysis; D013237:Stereoisomerism; D013876:Thiophenes / Q000737:chemistry* / Q000528:radiation effects*; D014466:Ultraviolet Rays
D001388:Aziridines; D007097:Imines; D010753:Phosphoranes; D013876:Thiophenes; C532722:iminodibenzothiophene; C017621:phenylnitrene