Biomimetic synthesis of pyrido [2,3,4-kl]acridines

Gari Gellerman*, Amira Rudi, Yoel Kashman

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

A short new biomimetic route to the pyrido[2,3,4-kl]acridine ring system has been developed from readily available benzoquinone, or hydroquinone precursors, and β,β′-diaminoketones like kynuramine (3) or 2,2′-diaminobenzophenone (4), involving one key step. Pyrido[2,3,4-kl]acridine and closely related compounds have been prepared (5-9). The reaction has been shown to proceed to the formation of 1:1 and/or 1:2 quinone/amine adducts. Using of o-aminoacetophenone afforded dibenzo[1,10]phenanthrolinedione (11) a potential intermediate to eilatin 2.

Original languageEnglish
Pages (from-to)1823-1826
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number11
DOIs
StatePublished - 12 Mar 1993

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