Phenol oxidation and biosynthesis. Part XXV. New syntheses of bis-(2-arylethyl)amines of biosynthetic importance

Derek H.R. Barton, Ruben D. Bracho, A. A.Leslie Gunatilaka, David A. Widdowson

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Two efficient routes to bis-(2-arylethyl)amines have been developed by using regiospecific alkylation of dialkylnitrosamine anions and homologation of aromatic aldehydes with methoxyacetonitrile anion as the respective key steps. The hitherto uncharacterised 1,3-diaryl-2-azonia-allene ions have been prepared in isolable form. Attempted insertion of C1 fragments into these systems as a third route to the title compounds failed.

Original languageEnglish (US)
Pages (from-to)579-588
Number of pages10
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number6
StatePublished - Dec 1 1975


ASJC Scopus subject areas

  • Chemistry(all)

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