Cuihua Xuebao/Chinese Journal of Catalysis p. 1135 - 1140 (2019)
Update date:2022-09-26
Topics: Catalyst Ionic liquid Biphasic System
Li, Minghao
Wu, Fengtian
Gu, Yanlong
An efficient metal-free strategy for the synthesis of pharmaceutically relevant benzo[a]carbazoles from the derivatives of readily available 2-phenylindole and bio-renewable acetol in an aqueous biphasic system was developed. This protocol employed a sulfone-containing Br?nsted acidic ionic liquid as the catalyst, which could be used for five times without a noticeable decrease in its activity and selectivity. Various substituted 2-phenylindoles and α-hydroxyketones participated in the reaction smoothly, with water as the sole byproduct. Mechanistically, the reaction involved the conventional carbon-nucleophile-induced Heyns-type rearrangement and downstream intramolecular olefination.
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