(Z)-Ethyl 2-phenyl-1-(2-vinylphenyl) vinylcarbamates. Part 1: Synthesis and preliminary studies on their divergent transformation into benzo [c] phenanthridines and 2- …
…, MA Gonazález, JC Estévez, RA Tapia, RJ Estévez
Index: Treus, Monica; Salas, Cristian O.; Gonazalez, Marcos A.; Estevez, Juan C.; Tapia, Ricardo A.; Estevez, Ramon J. Tetrahedron, 2010 , vol. 66, # 52 p. 9986 - 9995
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Citation Number: 6
Abstract
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. Bischler–Napieralski reaction of these latter compounds affords the corresponding benzo [c] phenanthridines, while their hydrolysis and subsequent oxidation constitutes a novel route to 2-phenyl-1, 4-naphthoquinones.
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