Open AccessSynthesis of 4-hydroxy and 6-hydroxyindoles: a renaissance of the Bischler reaction
Author(s) -
Ainur D. Sharapov,
Ramil F. Fatykhov,
Igor A. Khalymbadzha,
О. Н. Чупахин
Publication year - 2022
Publication title -
chimica techno acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.128
H-Index - 1
eISSN - 2411-1414
pISSN - 2409-5613
DOI - 10.15826/chimtech.2022.9.2.s2
Subject(s) - aniline , benzoin , condensation , chemistry , the renaissance , condensation reaction , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis , thermodynamics , physics , art , art history
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.