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Aerobic Oxidative EDA Catalysis: Synthesis of Tetrahydroquinolines Using an Organocatalytic EDA Active Acceptor
[Image: see text] A catalytic electron donor–acceptor (EDA) complex for the visible-light-driven annulation reaction between activated alkenes and N,N-substituted dialkyl anilines is reported. The key photoactive complex is formed in situ between dialkylated anilines as donors and 1,2-dibenzoylethyl...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8790759/ https://www.ncbi.nlm.nih.gov/pubmed/35005960 http://dx.doi.org/10.1021/acs.joc.1c02776 |
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author | Runemark, August Sundén, Henrik |
author_facet | Runemark, August Sundén, Henrik |
author_sort | Runemark, August |
collection | PubMed |
description | [Image: see text] A catalytic electron donor–acceptor (EDA) complex for the visible-light-driven annulation reaction between activated alkenes and N,N-substituted dialkyl anilines is reported. The key photoactive complex is formed in situ between dialkylated anilines as donors and 1,2-dibenzoylethylene as a catalytic acceptor. The catalytic acceptor is regenerated by aerobic oxidation. Investigations into the mechanism are provided, revealing a rare example of a catalytic acceptor in photoactive EDA complexes that can give access to selective functionalization of aromatic amines under mild photochemical conditions. |
format | Online Article Text |
id | pubmed-8790759 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-87907592022-01-27 Aerobic Oxidative EDA Catalysis: Synthesis of Tetrahydroquinolines Using an Organocatalytic EDA Active Acceptor Runemark, August Sundén, Henrik J Org Chem [Image: see text] A catalytic electron donor–acceptor (EDA) complex for the visible-light-driven annulation reaction between activated alkenes and N,N-substituted dialkyl anilines is reported. The key photoactive complex is formed in situ between dialkylated anilines as donors and 1,2-dibenzoylethylene as a catalytic acceptor. The catalytic acceptor is regenerated by aerobic oxidation. Investigations into the mechanism are provided, revealing a rare example of a catalytic acceptor in photoactive EDA complexes that can give access to selective functionalization of aromatic amines under mild photochemical conditions. American Chemical Society 2022-01-10 2022-01-21 /pmc/articles/PMC8790759/ /pubmed/35005960 http://dx.doi.org/10.1021/acs.joc.1c02776 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Runemark, August Sundén, Henrik Aerobic Oxidative EDA Catalysis: Synthesis of Tetrahydroquinolines Using an Organocatalytic EDA Active Acceptor |
title | Aerobic Oxidative EDA
Catalysis: Synthesis of Tetrahydroquinolines
Using an Organocatalytic EDA Active Acceptor |
title_full | Aerobic Oxidative EDA
Catalysis: Synthesis of Tetrahydroquinolines
Using an Organocatalytic EDA Active Acceptor |
title_fullStr | Aerobic Oxidative EDA
Catalysis: Synthesis of Tetrahydroquinolines
Using an Organocatalytic EDA Active Acceptor |
title_full_unstemmed | Aerobic Oxidative EDA
Catalysis: Synthesis of Tetrahydroquinolines
Using an Organocatalytic EDA Active Acceptor |
title_short | Aerobic Oxidative EDA
Catalysis: Synthesis of Tetrahydroquinolines
Using an Organocatalytic EDA Active Acceptor |
title_sort | aerobic oxidative eda
catalysis: synthesis of tetrahydroquinolines
using an organocatalytic eda active acceptor |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8790759/ https://www.ncbi.nlm.nih.gov/pubmed/35005960 http://dx.doi.org/10.1021/acs.joc.1c02776 |
work_keys_str_mv | AT runemarkaugust aerobicoxidativeedacatalysissynthesisoftetrahydroquinolinesusinganorganocatalyticedaactiveacceptor AT sundenhenrik aerobicoxidativeedacatalysissynthesisoftetrahydroquinolinesusinganorganocatalyticedaactiveacceptor |