Abstract
C-alkylation of dihydroresorcinol with substituted phenacylbromides, followed by reaction of the resultant 1, 4-diketones with ammonia or aniline, gives 2-aryl-4-keto-4, 5, 6, 7-tetrahydroindoles. It is shown that a convenient method of synthesizing such compounds is Knorr reduction of a mixture of dihydroresorcinol and α-isonitrosoketone. Some reactions of tetrahydroindoles (hydrolysis, decarboxylation, methylation, keto group reduction) are investigated.
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Kost, A.N., Ovseneva, L.G. & Shuvaeva, T.G. Chemistry of indole. Chem Heterocycl Compd 2, 550–553 (1966). https://doi.org/10.1007/BF00477518
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DOI: https://doi.org/10.1007/BF00477518