Catalyst-Switchable Regiocontrol in the Direct Arylation of Remote C–H Groups in Pyrazolo[1,5-a]pyrimidines**

The regiodivergent palladium-catalyzed C–H arylation of pyrazolo[1,5-a]pyrimidine has been achieved, wherein the switch in regioselectivity between positions C3 and C7 is under complete catalyst control. A phosphine-containing palladium catalyst promotes the direct arylation at the most acidic posit...

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Detalles Bibliográficos
Autores principales: Bedford, Robin B, Durrant, Steven J, Montgomery, Michelle
Formato: Online Artículo Texto
Lenguaje:English
Publicado: WILEY-VCH Verlag 2015
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4531820/
https://www.ncbi.nlm.nih.gov/pubmed/26095315
http://dx.doi.org/10.1002/anie.201502150
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author Bedford, Robin B
Durrant, Steven J
Montgomery, Michelle
author_facet Bedford, Robin B
Durrant, Steven J
Montgomery, Michelle
author_sort Bedford, Robin B
collection PubMed
description The regiodivergent palladium-catalyzed C–H arylation of pyrazolo[1,5-a]pyrimidine has been achieved, wherein the switch in regioselectivity between positions C3 and C7 is under complete catalyst control. A phosphine-containing palladium catalyst promotes the direct arylation at the most acidic position (C7), whereas a phosphine-free catalyst targets the most electron-rich position (C3).
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spelling pubmed-45318202015-08-15 Catalyst-Switchable Regiocontrol in the Direct Arylation of Remote C–H Groups in Pyrazolo[1,5-a]pyrimidines** Bedford, Robin B Durrant, Steven J Montgomery, Michelle Angew Chem Int Ed Engl Communications The regiodivergent palladium-catalyzed C–H arylation of pyrazolo[1,5-a]pyrimidine has been achieved, wherein the switch in regioselectivity between positions C3 and C7 is under complete catalyst control. A phosphine-containing palladium catalyst promotes the direct arylation at the most acidic position (C7), whereas a phosphine-free catalyst targets the most electron-rich position (C3). WILEY-VCH Verlag 2015-07-20 2015-06-10 /pmc/articles/PMC4531820/ /pubmed/26095315 http://dx.doi.org/10.1002/anie.201502150 Text en © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. http://creativecommons.org/licenses/by/4.0/ This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Bedford, Robin B
Durrant, Steven J
Montgomery, Michelle
Catalyst-Switchable Regiocontrol in the Direct Arylation of Remote C–H Groups in Pyrazolo[1,5-a]pyrimidines**
title Catalyst-Switchable Regiocontrol in the Direct Arylation of Remote C–H Groups in Pyrazolo[1,5-a]pyrimidines**
title_full Catalyst-Switchable Regiocontrol in the Direct Arylation of Remote C–H Groups in Pyrazolo[1,5-a]pyrimidines**
title_fullStr Catalyst-Switchable Regiocontrol in the Direct Arylation of Remote C–H Groups in Pyrazolo[1,5-a]pyrimidines**
title_full_unstemmed Catalyst-Switchable Regiocontrol in the Direct Arylation of Remote C–H Groups in Pyrazolo[1,5-a]pyrimidines**
title_short Catalyst-Switchable Regiocontrol in the Direct Arylation of Remote C–H Groups in Pyrazolo[1,5-a]pyrimidines**
title_sort catalyst-switchable regiocontrol in the direct arylation of remote c–h groups in pyrazolo[1,5-a]pyrimidines**
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4531820/
https://www.ncbi.nlm.nih.gov/pubmed/26095315
http://dx.doi.org/10.1002/anie.201502150
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