Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor–Acceptor Complexes

[Image: see text] A catalyst-free, stereoselective visible-light-driven annulation reaction between alkenes and N,N-substituted dialkyl anilines for the synthesis of substituted tetrahydroquinolines is presented. The reaction is driven by the photoexcitation of an electron donor–acceptor (EDA) compl...

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Autores principales: Runemark, August, Zacharias, Savannah C., Sundén, Henrik
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7884011/
https://www.ncbi.nlm.nih.gov/pubmed/33397115
http://dx.doi.org/10.1021/acs.joc.0c02819
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author Runemark, August
Zacharias, Savannah C.
Sundén, Henrik
author_facet Runemark, August
Zacharias, Savannah C.
Sundén, Henrik
author_sort Runemark, August
collection PubMed
description [Image: see text] A catalyst-free, stereoselective visible-light-driven annulation reaction between alkenes and N,N-substituted dialkyl anilines for the synthesis of substituted tetrahydroquinolines is presented. The reaction is driven by the photoexcitation of an electron donor–acceptor (EDA) complex, and the resulting products are obtained in good to high yields with complete diastereoselectivity. Mechanistic rationale and photochemical characterization of the EDA-complex are provided.
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spelling pubmed-78840112021-02-16 Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor–Acceptor Complexes Runemark, August Zacharias, Savannah C. Sundén, Henrik J Org Chem [Image: see text] A catalyst-free, stereoselective visible-light-driven annulation reaction between alkenes and N,N-substituted dialkyl anilines for the synthesis of substituted tetrahydroquinolines is presented. The reaction is driven by the photoexcitation of an electron donor–acceptor (EDA) complex, and the resulting products are obtained in good to high yields with complete diastereoselectivity. Mechanistic rationale and photochemical characterization of the EDA-complex are provided. American Chemical Society 2021-01-05 2021-01-15 /pmc/articles/PMC7884011/ /pubmed/33397115 http://dx.doi.org/10.1021/acs.joc.0c02819 Text en © 2021 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Runemark, August
Zacharias, Savannah C.
Sundén, Henrik
Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor–Acceptor Complexes
title Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor–Acceptor Complexes
title_full Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor–Acceptor Complexes
title_fullStr Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor–Acceptor Complexes
title_full_unstemmed Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor–Acceptor Complexes
title_short Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor–Acceptor Complexes
title_sort visible-light-driven stereoselective annulation of alkyl anilines and dibenzoylethylenes via electron donor–acceptor complexes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7884011/
https://www.ncbi.nlm.nih.gov/pubmed/33397115
http://dx.doi.org/10.1021/acs.joc.0c02819
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