A Catalytic Borylation/Dehalogenation Route to o-Fluoro Arylboronates

[Image: see text] A two-step Ir-catalyzed borylation/Pd-catalyzed dehalogenation sequence allows for the net synthesis of fluoroarenes where the boronic ester is ortho to fluorine. Key elements of this approach include the use of a halogen para to the fluorine to block meta Ir-catalyzed borylation a...

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Autores principales: Jayasundara, Chathurika R. K., Unold, Jason M., Oppenheimer, Jossian, Smith, Milton R., Maleczka, Robert E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4260632/
https://www.ncbi.nlm.nih.gov/pubmed/25418716
http://dx.doi.org/10.1021/ol5028738
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author Jayasundara, Chathurika R. K.
Unold, Jason M.
Oppenheimer, Jossian
Smith, Milton R.
Maleczka, Robert E.
author_facet Jayasundara, Chathurika R. K.
Unold, Jason M.
Oppenheimer, Jossian
Smith, Milton R.
Maleczka, Robert E.
author_sort Jayasundara, Chathurika R. K.
collection PubMed
description [Image: see text] A two-step Ir-catalyzed borylation/Pd-catalyzed dehalogenation sequence allows for the net synthesis of fluoroarenes where the boronic ester is ortho to fluorine. Key elements of this approach include the use of a halogen para to the fluorine to block meta Ir-catalyzed borylation and the chemoselective Pd-catalyzed dehalogenation by KF activated polymethylhydrosiloxane (PMHS).
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spelling pubmed-42606322015-11-24 A Catalytic Borylation/Dehalogenation Route to o-Fluoro Arylboronates Jayasundara, Chathurika R. K. Unold, Jason M. Oppenheimer, Jossian Smith, Milton R. Maleczka, Robert E. Org Lett [Image: see text] A two-step Ir-catalyzed borylation/Pd-catalyzed dehalogenation sequence allows for the net synthesis of fluoroarenes where the boronic ester is ortho to fluorine. Key elements of this approach include the use of a halogen para to the fluorine to block meta Ir-catalyzed borylation and the chemoselective Pd-catalyzed dehalogenation by KF activated polymethylhydrosiloxane (PMHS). American Chemical Society 2014-11-24 2014-12-05 /pmc/articles/PMC4260632/ /pubmed/25418716 http://dx.doi.org/10.1021/ol5028738 Text en Copyright © 2014 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Jayasundara, Chathurika R. K.
Unold, Jason M.
Oppenheimer, Jossian
Smith, Milton R.
Maleczka, Robert E.
A Catalytic Borylation/Dehalogenation Route to o-Fluoro Arylboronates
title A Catalytic Borylation/Dehalogenation Route to o-Fluoro Arylboronates
title_full A Catalytic Borylation/Dehalogenation Route to o-Fluoro Arylboronates
title_fullStr A Catalytic Borylation/Dehalogenation Route to o-Fluoro Arylboronates
title_full_unstemmed A Catalytic Borylation/Dehalogenation Route to o-Fluoro Arylboronates
title_short A Catalytic Borylation/Dehalogenation Route to o-Fluoro Arylboronates
title_sort catalytic borylation/dehalogenation route to o-fluoro arylboronates
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4260632/
https://www.ncbi.nlm.nih.gov/pubmed/25418716
http://dx.doi.org/10.1021/ol5028738
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