Regioexhaustive Functionalization of the Carbocyclic Core of Isoquinoline: Concise Synthesis of Oxoaporphine Core and Ellipticine

Dániel Vajk Horváth; Frigyes Domonyi; Roberta Palkó; Andrea Lomoschitz; Tibor Soós

doi:10.1055/s-0037-1609153

Synthesis, Table of Contents

Synthesis 2018; 50(11): 2181-2190
DOI: 10.1055/s-0037-1609153

paper

Regioexhaustive Functionalization of the Carbocyclic Core of Isoquinoline: Concise Synthesis of Oxoaporphine Core and Ellipticine

Dániel Vajk Horváth

Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, Magyar tudósok körútja 2, 1117 Budapest, Hungary Email: soos.tibor@ttk.mta.hu

,

Frigyes Domonyi

Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, Magyar tudósok körútja 2, 1117 Budapest, Hungary Email: soos.tibor@ttk.mta.hu

,

Roberta Palkó

Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, Magyar tudósok körútja 2, 1117 Budapest, Hungary Email: soos.tibor@ttk.mta.hu

,

Andrea Lomoschitz

Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, Magyar tudósok körútja 2, 1117 Budapest, Hungary Email: soos.tibor@ttk.mta.hu

,

Tibor Soós*

Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, Magyar tudósok körútja 2, 1117 Budapest, Hungary Email: soos.tibor@ttk.mta.hu

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Abstract

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Abstract

A general and versatile strategy has been developed for the functionalization of the carbocyclic core of the isoquinoline. This regioexhaustive approach employs electrophilic halogenation as a toolbox methodology and delivers highly decorated intermediates that can be further elaborated toward medicinally relevant building blocks or natural products.

Key words

isoquinoline - regioexhaustive - cross-coupling - heterocycles - fused-ring systems - ellipticine

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References

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