Visible‐Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N‐Diacyliminium Ions

Tetrahydrocarbazoles and perhydrocyclohepta[b]indoles undergo a catalytic cascade singlet oxygenation in alkaline medium, which leads to chiral tricyclic perhydropyrido‐ and perhydroazepino[1,2‐a]indoles in a single operation. These photooxygenation products are new synthetic equivalents of uncommon...

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Autores principales: Frahm, Mario, von Drathen, Thorsten, Gronbach, Lisa Marie, Voss, Alice, Lorenz, Felix, Bresien, Jonas, Villinger, Alexander, Hoffmann, Frank, Brasholz, Malte
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7384090/
https://www.ncbi.nlm.nih.gov/pubmed/32501642
http://dx.doi.org/10.1002/anie.202007549
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author Frahm, Mario
von Drathen, Thorsten
Gronbach, Lisa Marie
Voss, Alice
Lorenz, Felix
Bresien, Jonas
Villinger, Alexander
Hoffmann, Frank
Brasholz, Malte
author_facet Frahm, Mario
von Drathen, Thorsten
Gronbach, Lisa Marie
Voss, Alice
Lorenz, Felix
Bresien, Jonas
Villinger, Alexander
Hoffmann, Frank
Brasholz, Malte
author_sort Frahm, Mario
collection PubMed
description Tetrahydrocarbazoles and perhydrocyclohepta[b]indoles undergo a catalytic cascade singlet oxygenation in alkaline medium, which leads to chiral tricyclic perhydropyrido‐ and perhydroazepino[1,2‐a]indoles in a single operation. These photooxygenation products are new synthetic equivalents of uncommon C,N‐diacyliminium ions and can be functionalized with the aid of phosphoric acid organocatalysis.
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spelling pubmed-73840902020-07-28 Visible‐Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N‐Diacyliminium Ions Frahm, Mario von Drathen, Thorsten Gronbach, Lisa Marie Voss, Alice Lorenz, Felix Bresien, Jonas Villinger, Alexander Hoffmann, Frank Brasholz, Malte Angew Chem Int Ed Engl Communications Tetrahydrocarbazoles and perhydrocyclohepta[b]indoles undergo a catalytic cascade singlet oxygenation in alkaline medium, which leads to chiral tricyclic perhydropyrido‐ and perhydroazepino[1,2‐a]indoles in a single operation. These photooxygenation products are new synthetic equivalents of uncommon C,N‐diacyliminium ions and can be functionalized with the aid of phosphoric acid organocatalysis. John Wiley and Sons Inc. 2020-06-23 2020-07-20 /pmc/articles/PMC7384090/ /pubmed/32501642 http://dx.doi.org/10.1002/anie.202007549 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Frahm, Mario
von Drathen, Thorsten
Gronbach, Lisa Marie
Voss, Alice
Lorenz, Felix
Bresien, Jonas
Villinger, Alexander
Hoffmann, Frank
Brasholz, Malte
Visible‐Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N‐Diacyliminium Ions
title Visible‐Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N‐Diacyliminium Ions
title_full Visible‐Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N‐Diacyliminium Ions
title_fullStr Visible‐Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N‐Diacyliminium Ions
title_full_unstemmed Visible‐Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N‐Diacyliminium Ions
title_short Visible‐Light Cascade Photooxygenation of Tetrahydrocarbazoles and Cyclohepta[b]indoles: Access to C,N‐Diacyliminium Ions
title_sort visible‐light cascade photooxygenation of tetrahydrocarbazoles and cyclohepta[b]indoles: access to c,n‐diacyliminium ions
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7384090/
https://www.ncbi.nlm.nih.gov/pubmed/32501642
http://dx.doi.org/10.1002/anie.202007549
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