Synthesis Of Biologically Active Bis(Indolyl)Methane Derivatives by Bisindole Alkylation of Tetrahydroisoquinolines with Visible‐Light Induced Ring‐Opening Fragmentation.
作者： Chia‐Chueng Chen , Bor‐Cherng Hong , Wen‐Shan Li , Tzu‐Ting Chang , Gene‐Hsiang Lee
关键词: Amine gas treating 、 Side chain 、 Alkylation 、 Benzene 、 Fragmentation (cell biology) 、 Chemistry 、 Ring (chemistry) 、 Medicinal chemistry 、 Organic chemistry 、 Photoredox catalysis 、 Catalysis
摘要: A visible-light photoredox catalyzed ring-opening functionalization of tetrahydroisoquinolines with bisindole alkylation has been developed, which expedites a new vista for the synthesis bis(indolyl)methane derivatives. The transformation comprises series cascade reactions, catalysis, amine oxidation, fragmentation and Friedel–Craft alkylation. Five prepared derivatives containing para substitution group on side chain benzene suppressed cancer cell growth in human breast adenocarcinoma MDA-MB-231 cells, one candidate demonstrated significant effect migration.
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