Synthesis of indolo[2,1‐ a ]isoquinolines by CF 3 COOH ‐induced cyclization

Indolo[2,1‐ a ]isoquinoline alkaloids and related compounds have been known to have interesting biological activities, such as antileukemic and antitumor activities. We found that 1‐(3,4‐dimethoxyphenethyl)indole gave 2,3‐dimethoxyindolo[2,1‐ a ]isoquinoline and 1‐(3,4‐dimethoxyphenylacetyl)indole g...

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Veröffentlicht in:Journal of heterocyclic chemistry 2020-10, Vol.57 (10), p.3703-3708
Hauptverfasser: Wada, Yasuhiro, Kurono, Nobuhito, Senboku, Hisanori, Orito, Kazuhiko
Format: Artikel
Sprache:eng
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Zusammenfassung:Indolo[2,1‐ a ]isoquinoline alkaloids and related compounds have been known to have interesting biological activities, such as antileukemic and antitumor activities. We found that 1‐(3,4‐dimethoxyphenethyl)indole gave 2,3‐dimethoxyindolo[2,1‐ a ]isoquinoline and 1‐(3,4‐dimethoxyphenylacetyl)indole gave 2,3‐dimethoxy‐6‐oxoindolo[2,1‐ a ]isoquinoline, respectively, by an intramolecular cyclization carried out in boiling trifluoroacetic acid.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.4078