Aerobic Oxidative N-Heterocyclic Carbene-Catalyzed Formal [3+3] Cyclization for the Synthesis of Tetrasubstituted Benzene Derivatives

[Image: see text] Herein, we present an accessible aerobic N-heterocyclic carbene (NHC)-catalyzed method that efficiently produces tetrasubstituted benzene rings in a single reaction. The method employs atmospheric oxygen (O(2)) as the terminal oxidant in a reaction that requires two oxidative steps...

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Autores principales: Bacaicoa, Sara, Goossens, Ellymay, Sundén, Henrik
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9764416/
https://www.ncbi.nlm.nih.gov/pubmed/36469618
http://dx.doi.org/10.1021/acs.orglett.2c03879
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author Bacaicoa, Sara
Goossens, Ellymay
Sundén, Henrik
author_facet Bacaicoa, Sara
Goossens, Ellymay
Sundén, Henrik
author_sort Bacaicoa, Sara
collection PubMed
description [Image: see text] Herein, we present an accessible aerobic N-heterocyclic carbene (NHC)-catalyzed method that efficiently produces tetrasubstituted benzene rings in a single reaction. The method employs atmospheric oxygen (O(2)) as the terminal oxidant in a reaction that requires two oxidative steps. The aerobic oxidation is achieved by a selection of electron transfer mediators orchestrating a redox cascade, turning a high-energy aerobic oxidation reaction pathway into a favorable process.
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spelling pubmed-97644162022-12-21 Aerobic Oxidative N-Heterocyclic Carbene-Catalyzed Formal [3+3] Cyclization for the Synthesis of Tetrasubstituted Benzene Derivatives Bacaicoa, Sara Goossens, Ellymay Sundén, Henrik Org Lett [Image: see text] Herein, we present an accessible aerobic N-heterocyclic carbene (NHC)-catalyzed method that efficiently produces tetrasubstituted benzene rings in a single reaction. The method employs atmospheric oxygen (O(2)) as the terminal oxidant in a reaction that requires two oxidative steps. The aerobic oxidation is achieved by a selection of electron transfer mediators orchestrating a redox cascade, turning a high-energy aerobic oxidation reaction pathway into a favorable process. American Chemical Society 2022-12-05 2022-12-16 /pmc/articles/PMC9764416/ /pubmed/36469618 http://dx.doi.org/10.1021/acs.orglett.2c03879 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 Bacaicoa, Sara
Goossens, Ellymay
Sundén, Henrik
Aerobic Oxidative N-Heterocyclic Carbene-Catalyzed Formal [3+3] Cyclization for the Synthesis of Tetrasubstituted Benzene Derivatives
title Aerobic Oxidative N-Heterocyclic Carbene-Catalyzed Formal [3+3] Cyclization for the Synthesis of Tetrasubstituted Benzene Derivatives
title_full Aerobic Oxidative N-Heterocyclic Carbene-Catalyzed Formal [3+3] Cyclization for the Synthesis of Tetrasubstituted Benzene Derivatives
title_fullStr Aerobic Oxidative N-Heterocyclic Carbene-Catalyzed Formal [3+3] Cyclization for the Synthesis of Tetrasubstituted Benzene Derivatives
title_full_unstemmed Aerobic Oxidative N-Heterocyclic Carbene-Catalyzed Formal [3+3] Cyclization for the Synthesis of Tetrasubstituted Benzene Derivatives
title_short Aerobic Oxidative N-Heterocyclic Carbene-Catalyzed Formal [3+3] Cyclization for the Synthesis of Tetrasubstituted Benzene Derivatives
title_sort aerobic oxidative n-heterocyclic carbene-catalyzed formal [3+3] cyclization for the synthesis of tetrasubstituted benzene derivatives
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9764416/
https://www.ncbi.nlm.nih.gov/pubmed/36469618
http://dx.doi.org/10.1021/acs.orglett.2c03879
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AT sundenhenrik aerobicoxidativenheterocycliccarbenecatalyzedformal33cyclizationforthesynthesisoftetrasubstitutedbenzenederivatives

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