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- W2000633260 abstract "The irradiation of N-acylated 11-methyl-1,2,3,4,10,11-hexahydrocarbazoles (compounds 6–10) and of the 8-methoxy derivatives 11–13 in hexane solution, with 254 nm light, in the presence of air, leads to 11-methyl-2,3,4,11-tetrahydro-1 H-carbazole (2) (table 1) and its 8-methoxy derivative 21, respectively (scheme 2). Furthermore the 8-acylated products. 14, 15, 16, 18, are formed in minor amounts by a “photoanilide” rearrangement. Irradiation of the N-acetyl-8-methoxy-indoline 12 gives in addition (by elimination of the 8-methoxy group) the 8-acetyl-indoline 14 and, by coupling, the dimeric compound 23 (schemes 2 and 4). Irradiation of the N-formyl-indoline 6 yields, besides the indolenine 2 the indoline 1 (table 1). The mechanism of the anaerobic part of these photoreactions were investigated by CIDNP experiments. It is possible to convert directly indoline 1 to the indolenine 2, in 33% yield, by irradiation at 60° in the presence of oxygen." @default.
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- W2000633260 date "1973-11-07" @default.
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- W2000633260 title "Photochemisches Verhalten von N-Acyl-11-methyl-hexahydrocarbazolen" @default.
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- W2000633260 doi "https://doi.org/10.1002/hlca.19730560746" @default.
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