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Synthesis of benz[5,6]azepino[4,3-b]indoles by 1,7-electrocyclisation of azomethine ylides
Authors:Mikló  s Nyerges,Á  ron Pinté  r,Istvá  n Bitter
Affiliation:a Research Group of the Hungarian Academy of Sciences, Department of Organic Chemical Technology, Technical University of Budapest, H-1521 Budapest, PO Box 91, Hungary
b Department of Organic Chemical Technology, Technical University of Budapest, H-1521 Budapest, PO Box 91, Hungary
Abstract:A new, general route to the benz[5,6]azepino[4,3-b]indole ring system has been developed via the 1,7-dipolar electrocyclisation reactions of azomethine ylides derived from easily available 3-formyl indole derivatives. The intermediacy of azomethine ylides was shown by the trapping of the proposed α,β:γ,δ-conjugated dipole with N-phenylmaleimide.
Keywords:Azomethine ylide   Cycloaddition   Electrocyclisation   Indole
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