An expedient, mild and aqueous method for Suzuki–Miyaura diversification of (hetero)aryl halides or (poly)chlorinated pharmaceuticals

The development of mild, aqueous conditions for the cross-coupling of highly functionalized (hetero)aryl chlorides or bromides is attractive, enabling their functionalization and diversification. Herein, we report a general method for Suzuki–Miyaura cross-coupling at 37 °C in aqueous media in the pr...

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Detalles Bibliográficos
Autores principales: Sharma, Sunil V., Pubill-Ulldemolins, Cristina, Marelli, Enrico, Goss, Rebecca J. M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8506956/
https://www.ncbi.nlm.nih.gov/pubmed/34745636
http://dx.doi.org/10.1039/d1qo00919b
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author Sharma, Sunil V.
Pubill-Ulldemolins, Cristina
Marelli, Enrico
Goss, Rebecca J. M.
author_facet Sharma, Sunil V.
Pubill-Ulldemolins, Cristina
Marelli, Enrico
Goss, Rebecca J. M.
author_sort Sharma, Sunil V.
collection PubMed
description The development of mild, aqueous conditions for the cross-coupling of highly functionalized (hetero)aryl chlorides or bromides is attractive, enabling their functionalization and diversification. Herein, we report a general method for Suzuki–Miyaura cross-coupling at 37 °C in aqueous media in the presence of air. We demonstrate application of this general methodology for derivatisation of (poly)chlorinated, medicinally active compounds and halogenated amino acids. The approach holds the potential to be a useful tool for late-stage functionalization or analogue generation.
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spelling pubmed-85069562021-11-04 An expedient, mild and aqueous method for Suzuki–Miyaura diversification of (hetero)aryl halides or (poly)chlorinated pharmaceuticals Sharma, Sunil V. Pubill-Ulldemolins, Cristina Marelli, Enrico Goss, Rebecca J. M. Org Chem Front Chemistry The development of mild, aqueous conditions for the cross-coupling of highly functionalized (hetero)aryl chlorides or bromides is attractive, enabling their functionalization and diversification. Herein, we report a general method for Suzuki–Miyaura cross-coupling at 37 °C in aqueous media in the presence of air. We demonstrate application of this general methodology for derivatisation of (poly)chlorinated, medicinally active compounds and halogenated amino acids. The approach holds the potential to be a useful tool for late-stage functionalization or analogue generation. The Royal Society of Chemistry 2021-08-19 /pmc/articles/PMC8506956/ /pubmed/34745636 http://dx.doi.org/10.1039/d1qo00919b Text en This journal is © the Partner Organisations https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Sharma, Sunil V.
Pubill-Ulldemolins, Cristina
Marelli, Enrico
Goss, Rebecca J. M.
An expedient, mild and aqueous method for Suzuki–Miyaura diversification of (hetero)aryl halides or (poly)chlorinated pharmaceuticals
title An expedient, mild and aqueous method for Suzuki–Miyaura diversification of (hetero)aryl halides or (poly)chlorinated pharmaceuticals
title_full An expedient, mild and aqueous method for Suzuki–Miyaura diversification of (hetero)aryl halides or (poly)chlorinated pharmaceuticals
title_fullStr An expedient, mild and aqueous method for Suzuki–Miyaura diversification of (hetero)aryl halides or (poly)chlorinated pharmaceuticals
title_full_unstemmed An expedient, mild and aqueous method for Suzuki–Miyaura diversification of (hetero)aryl halides or (poly)chlorinated pharmaceuticals
title_short An expedient, mild and aqueous method for Suzuki–Miyaura diversification of (hetero)aryl halides or (poly)chlorinated pharmaceuticals
title_sort expedient, mild and aqueous method for suzuki–miyaura diversification of (hetero)aryl halides or (poly)chlorinated pharmaceuticals
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8506956/
https://www.ncbi.nlm.nih.gov/pubmed/34745636
http://dx.doi.org/10.1039/d1qo00919b
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