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Photocyclization of the N-benzoylenamines of α-tetralone to benzo(c)phenanthridines

✍ Scribed by Ichiya Ninomiya; Takeaki Naito; Takako Mori

Book ID
104239802
Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
239 KB
Volume
10
Category
Article
ISSN
0040-4039

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A novel C–N cleavage in isoquinolines al
A novel C–N cleavage in isoquinolines allowing the first direct transformation of 1-benzylisoquinolines into benzo[c]phenanthridines and a new route to 2-phenyl-1,4-naphthoquinones
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Treatment of N-carbethoxy-1-benzylideneisoquinolines with LDA gives N-ethoxycarbonyl-1-amino-1-(2-vinylphenyl)-2-phenylethylenes, which can easily be transformed into N-carbethoxy-1-amino-2-phenylnaphthalenes. Bichler±Napieralski reaction of these latter compounds aords the corresponding benzo[c]phe

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