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One-pot synthesis of tryptanthrin by the Dakin oxidation of indole-3-carbaldehyde
Authors:Takumi Abe  Tomoki Itoh  Tominari Choshi  Satoshi Hibino  Minoru Ishikura
Institution:1. School of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan;2. Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University, Fukuyama, Hiroshima 729-0292, Japan
Abstract:A one-pot approach to indolo2,1-b]quinazolines from indole-3-carbaldehydes through the Dakin oxidation was developed. It was shown that the reaction proceeded through the condensation of indole-3-carbaldehydes with isatoic anhydrides, derived in situ from indole-3-carbaldehydes by the Dakin oxidation, and further oxidation/cyclization steps.
Keywords:Oxidative coupling  Indole-3-carbaldehyde  Indolo[2  1-b]quinazoline  Urea hydrogen peroxide  Dakin oxidation
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