Synthesis of 2,3-Disubstituted 4-Ethoxycarbonyl-β-carbolin-1-ones: Application to the Synthesis of SL651498 and Its Analogue

[Image: see text] Synthesis of 2,3-disubstituted 4-ethoxycarbonyl-β-carbolin-1-ones is developed using palladium-catalyzed intramolecular amination of 3-amino-4-(2-bromophenyl)-2-pyridones prepared by the conjugate addition reaction of diethyl 2-aminomalonate to alkynyl imines. The method was applie...

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Autores principales: Miura, Ryoya, Goto, Shinsuke, Hashimoto, Takahide, Hachiya, Iwao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7331213/
https://www.ncbi.nlm.nih.gov/pubmed/32637839
http://dx.doi.org/10.1021/acsomega.0c01854
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author Miura, Ryoya
Goto, Shinsuke
Hashimoto, Takahide
Hachiya, Iwao
author_facet Miura, Ryoya
Goto, Shinsuke
Hashimoto, Takahide
Hachiya, Iwao
author_sort Miura, Ryoya
collection PubMed
description [Image: see text] Synthesis of 2,3-disubstituted 4-ethoxycarbonyl-β-carbolin-1-ones is developed using palladium-catalyzed intramolecular amination of 3-amino-4-(2-bromophenyl)-2-pyridones prepared by the conjugate addition reaction of diethyl 2-aminomalonate to alkynyl imines. The method was applied to the total syntheses of SL651498 exhibiting anxiolytic activity and its analogue.
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spelling pubmed-73312132020-07-06 Synthesis of 2,3-Disubstituted 4-Ethoxycarbonyl-β-carbolin-1-ones: Application to the Synthesis of SL651498 and Its Analogue Miura, Ryoya Goto, Shinsuke Hashimoto, Takahide Hachiya, Iwao ACS Omega [Image: see text] Synthesis of 2,3-disubstituted 4-ethoxycarbonyl-β-carbolin-1-ones is developed using palladium-catalyzed intramolecular amination of 3-amino-4-(2-bromophenyl)-2-pyridones prepared by the conjugate addition reaction of diethyl 2-aminomalonate to alkynyl imines. The method was applied to the total syntheses of SL651498 exhibiting anxiolytic activity and its analogue. American Chemical Society 2020-06-16 /pmc/articles/PMC7331213/ /pubmed/32637839 http://dx.doi.org/10.1021/acsomega.0c01854 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Miura, Ryoya
Goto, Shinsuke
Hashimoto, Takahide
Hachiya, Iwao
Synthesis of 2,3-Disubstituted 4-Ethoxycarbonyl-β-carbolin-1-ones: Application to the Synthesis of SL651498 and Its Analogue
title Synthesis of 2,3-Disubstituted 4-Ethoxycarbonyl-β-carbolin-1-ones: Application to the Synthesis of SL651498 and Its Analogue
title_full Synthesis of 2,3-Disubstituted 4-Ethoxycarbonyl-β-carbolin-1-ones: Application to the Synthesis of SL651498 and Its Analogue
title_fullStr Synthesis of 2,3-Disubstituted 4-Ethoxycarbonyl-β-carbolin-1-ones: Application to the Synthesis of SL651498 and Its Analogue
title_full_unstemmed Synthesis of 2,3-Disubstituted 4-Ethoxycarbonyl-β-carbolin-1-ones: Application to the Synthesis of SL651498 and Its Analogue
title_short Synthesis of 2,3-Disubstituted 4-Ethoxycarbonyl-β-carbolin-1-ones: Application to the Synthesis of SL651498 and Its Analogue
title_sort synthesis of 2,3-disubstituted 4-ethoxycarbonyl-β-carbolin-1-ones: application to the synthesis of sl651498 and its analogue
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7331213/
https://www.ncbi.nlm.nih.gov/pubmed/32637839
http://dx.doi.org/10.1021/acsomega.0c01854
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AT hashimototakahide synthesisof23disubstituted4ethoxycarbonylbcarbolin1onesapplicationtothesynthesisofsl651498anditsanalogue
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