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Synthesis of indolo[2,1‐ a ]isoquinolines by CF 3 COOH ‐induced cyclization
Author(s) -
Wada Yasuhiro,
Kurono Nobuhito,
Senboku Hisanori,
Orito Kazuhiko
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.4078
Subject(s) - isoquinoline , chemistry , trifluoroacetic acid , indole test , intramolecular force , stereochemistry , medicinal chemistry , organic chemistry
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.