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Synthesis of 4-hydroxy and 6-hydroxyindoles: a renaissance of the Bischler reaction

A. D. Sharapov, R. F. Fatykhov, I. A. Khalymbadzha, O. N. Chupakhin

Abstract


In the present work we studied a modified Bischler-Möhlau reaction – synthesis of indoles from benzoin and aniline. Our proposed modification of this method differs from that described earlier in that the reaction is carried out at a lower temperature, which makes it possible to improve yields and reduce formation of tarry side products. In addition, unlike the previous contradictory works, which described the preparation of a single 4-hydroxy or 6-hydroxy isomer in condensation of m-aminophenol and benzoin, we obtained both 4-hydroxy and 6-hydroxy isomers.


Keywords


4-hydroxyindoles; 6-hydroxyindoles; Bischler-Möhlau reaction

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References


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DOI: https://doi.org/10.15826/chimtech.2022.9.2.S2

Copyright (c) 2021 A.D. Sharapov, R.F. Fatykhov, I.A. Khalymbadzha, O.N. Chupakhin

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Chimica Techno Acta, 2014-2022
ISSN 2411-1414 (Online)