Electrochemical Synthesis of Dimeric λ(3)-Bromane: Platform for Hypervalent Bromine(III) Compounds

[Image: see text] A straightforward and scalable approach to a previously unreported class of cyclic hypervalent Br(III) species capitalizes on the anodic oxidation of aryl bromide to dimeric benzbromoxole that serves as a versatile platform to access a range of structurally diverse Br(III) congener...

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Autores principales: Sokolovs, Igors, Suna, Edgars
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10071479/
https://www.ncbi.nlm.nih.gov/pubmed/36944352
http://dx.doi.org/10.1021/acs.orglett.3c00405
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author Sokolovs, Igors
Suna, Edgars
author_facet Sokolovs, Igors
Suna, Edgars
author_sort Sokolovs, Igors
collection PubMed
description [Image: see text] A straightforward and scalable approach to a previously unreported class of cyclic hypervalent Br(III) species capitalizes on the anodic oxidation of aryl bromide to dimeric benzbromoxole that serves as a versatile platform to access a range of structurally diverse Br(III) congeners such as acetoxy-, alkoxy-, and ethynyl-λ(3)-bromanes as well as diaryl-λ(3)-bromanes. The synthetic utility of dimeric λ(3)-bromane is exemplified by photoinduced Minisci-type heteroarylation reactions and benzylic oxidation.
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spelling pubmed-100714792023-04-05 Electrochemical Synthesis of Dimeric λ(3)-Bromane: Platform for Hypervalent Bromine(III) Compounds Sokolovs, Igors Suna, Edgars Org Lett [Image: see text] A straightforward and scalable approach to a previously unreported class of cyclic hypervalent Br(III) species capitalizes on the anodic oxidation of aryl bromide to dimeric benzbromoxole that serves as a versatile platform to access a range of structurally diverse Br(III) congeners such as acetoxy-, alkoxy-, and ethynyl-λ(3)-bromanes as well as diaryl-λ(3)-bromanes. The synthetic utility of dimeric λ(3)-bromane is exemplified by photoinduced Minisci-type heteroarylation reactions and benzylic oxidation. American Chemical Society 2023-03-21 /pmc/articles/PMC10071479/ /pubmed/36944352 http://dx.doi.org/10.1021/acs.orglett.3c00405 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Sokolovs, Igors
Suna, Edgars
Electrochemical Synthesis of Dimeric λ(3)-Bromane: Platform for Hypervalent Bromine(III) Compounds
title Electrochemical Synthesis of Dimeric λ(3)-Bromane: Platform for Hypervalent Bromine(III) Compounds
title_full Electrochemical Synthesis of Dimeric λ(3)-Bromane: Platform for Hypervalent Bromine(III) Compounds
title_fullStr Electrochemical Synthesis of Dimeric λ(3)-Bromane: Platform for Hypervalent Bromine(III) Compounds
title_full_unstemmed Electrochemical Synthesis of Dimeric λ(3)-Bromane: Platform for Hypervalent Bromine(III) Compounds
title_short Electrochemical Synthesis of Dimeric λ(3)-Bromane: Platform for Hypervalent Bromine(III) Compounds
title_sort electrochemical synthesis of dimeric λ(3)-bromane: platform for hypervalent bromine(iii) compounds
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10071479/
https://www.ncbi.nlm.nih.gov/pubmed/36944352
http://dx.doi.org/10.1021/acs.orglett.3c00405
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