Concise Syntheses of Marine (Bis)indole Alkaloids Meridianin C, D, F, and G and Scalaridine A via One-Pot Masuda Borylation-Suzuki Coupling Sequence

N-Protected 3-iodoindoles were reacted with (di)azine halides in a sequentially Pd-catalyzed one-pot fashion, i.e., by Masuda borylation–Suzuki coupling (MBSC) sequence. This methodology was successfully applied to the concise syntheses of marine indole alkaloids meridianin C, D, F, and G, as well a...

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Detalles Bibliográficos
Autores principales: Kruppa, Marco, Sommer, Gereon A., Müller, Thomas J. J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9000334/
https://www.ncbi.nlm.nih.gov/pubmed/35408633
http://dx.doi.org/10.3390/molecules27072233
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author Kruppa, Marco
Sommer, Gereon A.
Müller, Thomas J. J.
author_facet Kruppa, Marco
Sommer, Gereon A.
Müller, Thomas J. J.
author_sort Kruppa, Marco
collection PubMed
description N-Protected 3-iodoindoles were reacted with (di)azine halides in a sequentially Pd-catalyzed one-pot fashion, i.e., by Masuda borylation–Suzuki coupling (MBSC) sequence. This methodology was successfully applied to the concise syntheses of marine indole alkaloids meridianin C, D, F, and G, as well as to the bisindole alkaloid scalaridine A, which were obtained in moderate to excellent yield.
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spelling pubmed-90003342022-04-12 Concise Syntheses of Marine (Bis)indole Alkaloids Meridianin C, D, F, and G and Scalaridine A via One-Pot Masuda Borylation-Suzuki Coupling Sequence Kruppa, Marco Sommer, Gereon A. Müller, Thomas J. J. Molecules Article N-Protected 3-iodoindoles were reacted with (di)azine halides in a sequentially Pd-catalyzed one-pot fashion, i.e., by Masuda borylation–Suzuki coupling (MBSC) sequence. This methodology was successfully applied to the concise syntheses of marine indole alkaloids meridianin C, D, F, and G, as well as to the bisindole alkaloid scalaridine A, which were obtained in moderate to excellent yield. MDPI 2022-03-30 /pmc/articles/PMC9000334/ /pubmed/35408633 http://dx.doi.org/10.3390/molecules27072233 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kruppa, Marco
Sommer, Gereon A.
Müller, Thomas J. J.
Concise Syntheses of Marine (Bis)indole Alkaloids Meridianin C, D, F, and G and Scalaridine A via One-Pot Masuda Borylation-Suzuki Coupling Sequence
title Concise Syntheses of Marine (Bis)indole Alkaloids Meridianin C, D, F, and G and Scalaridine A via One-Pot Masuda Borylation-Suzuki Coupling Sequence
title_full Concise Syntheses of Marine (Bis)indole Alkaloids Meridianin C, D, F, and G and Scalaridine A via One-Pot Masuda Borylation-Suzuki Coupling Sequence
title_fullStr Concise Syntheses of Marine (Bis)indole Alkaloids Meridianin C, D, F, and G and Scalaridine A via One-Pot Masuda Borylation-Suzuki Coupling Sequence
title_full_unstemmed Concise Syntheses of Marine (Bis)indole Alkaloids Meridianin C, D, F, and G and Scalaridine A via One-Pot Masuda Borylation-Suzuki Coupling Sequence
title_short Concise Syntheses of Marine (Bis)indole Alkaloids Meridianin C, D, F, and G and Scalaridine A via One-Pot Masuda Borylation-Suzuki Coupling Sequence
title_sort concise syntheses of marine (bis)indole alkaloids meridianin c, d, f, and g and scalaridine a via one-pot masuda borylation-suzuki coupling sequence
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9000334/
https://www.ncbi.nlm.nih.gov/pubmed/35408633
http://dx.doi.org/10.3390/molecules27072233
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