Synthesis of 4-hydroxy and 6-hydroxyindoles: a renaissance of the Bischler reaction
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 r...
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| Format: | Article |
| Language: | English |
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Ural Federal University
2022-04-01
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| Series: | Chimica Techno Acta |
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| Online Access: | https://chimicatechnoacta.ru/article/view/5445 |
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| author | A. D. Sharapov R. F. Fatykhov I. A. Khalymbadzha O. N. Chupakhin |
| author_facet | A. D. Sharapov R. F. Fatykhov I. A. Khalymbadzha O. N. Chupakhin |
| author_sort | A. D. Sharapov |
| collection | DOAJ |
| description | 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. |
| format | Article |
| id | doaj-art-a660bf7d95af4e4786046ebdc7abcb18 |
| institution | Kabale University |
| issn | 2411-1414 |
| language | English |
| publishDate | 2022-04-01 |
| publisher | Ural Federal University |
| record_format | Article |
| series | Chimica Techno Acta |
| spelling | doaj-art-a660bf7d95af4e4786046ebdc7abcb182025-08-20T03:38:48ZengUral Federal UniversityChimica Techno Acta2411-14142022-04-0192S10.15826/chimtech.2022.9.2.S24363Synthesis of 4-hydroxy and 6-hydroxyindoles: a renaissance of the Bischler reactionA. D. Sharapov0R. F. Fatykhov1I. A. Khalymbadzha2O. N. Chupakhin3Ural Federal UniversityUral Federal UniversityUral Federal UniversityUral Federal UniversityIn 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.https://chimicatechnoacta.ru/article/view/54454-hydroxyindoles6-hydroxyindolesbischler-möhlau reaction |
| spellingShingle | A. D. Sharapov R. F. Fatykhov I. A. Khalymbadzha O. N. Chupakhin Synthesis of 4-hydroxy and 6-hydroxyindoles: a renaissance of the Bischler reaction Chimica Techno Acta 4-hydroxyindoles 6-hydroxyindoles bischler-möhlau reaction |
| title | Synthesis of 4-hydroxy and 6-hydroxyindoles: a renaissance of the Bischler reaction |
| title_full | Synthesis of 4-hydroxy and 6-hydroxyindoles: a renaissance of the Bischler reaction |
| title_fullStr | Synthesis of 4-hydroxy and 6-hydroxyindoles: a renaissance of the Bischler reaction |
| title_full_unstemmed | Synthesis of 4-hydroxy and 6-hydroxyindoles: a renaissance of the Bischler reaction |
| title_short | Synthesis of 4-hydroxy and 6-hydroxyindoles: a renaissance of the Bischler reaction |
| title_sort | synthesis of 4 hydroxy and 6 hydroxyindoles a renaissance of the bischler reaction |
| topic | 4-hydroxyindoles 6-hydroxyindoles bischler-möhlau reaction |
| url | https://chimicatechnoacta.ru/article/view/5445 |
| work_keys_str_mv | AT adsharapov synthesisof4hydroxyand6hydroxyindolesarenaissanceofthebischlerreaction AT rffatykhov synthesisof4hydroxyand6hydroxyindolesarenaissanceofthebischlerreaction AT iakhalymbadzha synthesisof4hydroxyand6hydroxyindolesarenaissanceofthebischlerreaction AT onchupakhin synthesisof4hydroxyand6hydroxyindolesarenaissanceofthebischlerreaction |