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1 article(s) from Plodek, Alois

Functionalization of 4-bromobenzo[c][2,7]naphthyridine via regioselective direct ring metalation. A novel approach to analogues of pyridoacridine alkaloids

Benedikt C. Melzer,
Alois Plodek and
Franz Bracher

Beilstein J. Org. Chem. 2019, 15, 2304–2310, doi:10.3762/bjoc.15.222

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Graphical Abstract

Figure 1: Marine pyridoacridine alkaloids amphimedine (1), ascididemin (2), kuanoniamine A (3), styelsamine D...

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Figure 2: A–C): Published methods for the synthesis of 4,5-disubstituted benzo[c][2,7]naphthyridines; D) New ...

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Scheme 1: Regioselective metalation of 4-bromobenzo[c][2,7]naphthyridine (9d) and subsequent conversion into ...

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Scheme 2: Outcome of a D₂O quenching experiment after metalation of 4-bromobenzo[c][2,7]naphthyridine (9d).

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Scheme 3: Synthesis of 5-substituted 4-bromobenzo[c][2,7]naphthyridines via regioselective metalation of 9d u...

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Scheme 4: Attempted synthesis of kuanoniamine A (3).

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Scheme 5: Synthesis of pyrido[4,3,2-mn]acridone 22 starting from 20a via bromine–magnesium exchange reaction ...

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Published 26 Sep 2019

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