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A new convenient synthesis of phenanthrene alkaloids from 1-arylmethyl-1,2,3,4-tetrahydroisoquinolines
Authors:S.V. Kini
Affiliation:Department of Chemistry, University of Mumbai, Vidyanagari, Kalina, Santacruz (E), Mumbai 400098, India
Abstract:Hofmann degradation of 1-arylmethyl-1,2,3,4-tetrahydro-2,2-dimethylisoquinolinium iodides with methanolic KOH gave stilbene derivatives, for example, (E)-N-2{2-[2-(phenyl)ethenyl]-4,5-dimethoxyphenyl}ethyl-N,N-dimethylamine. Photochemical electrocyclization of these stilbenes afforded the corresponding phenanthrene alkaloids/phenanthrene derivatives.
Keywords:Hofmann elimination   Stilbenes   Phenanthrene alkaloids   Phenanthrenes   Photochemical electrocyclization
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