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Palladium-catalyzed remote para-C–H activation of arenes assisted by a recyclable pyridine-based template
Direct para-selective C–H functionalization of arenes remains a daunting challenge and is still significantly restricted to a few scaffolds. Herein, we report an unprecedented pyridine-based para-directing template (DT) assisted, Pd-catalyzed para-C–H alkenylation of three classes of arenes, i.e. ph...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179498/ https://www.ncbi.nlm.nih.gov/pubmed/34163684 http://dx.doi.org/10.1039/d0sc07042d |
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author | Chen, Xiaoxi Fan, Shuai Zhang, Meng Gao, Yuzhen Li, Shangda Li, Gang |
author_facet | Chen, Xiaoxi Fan, Shuai Zhang, Meng Gao, Yuzhen Li, Shangda Li, Gang |
author_sort | Chen, Xiaoxi |
collection | PubMed |
description | Direct para-selective C–H functionalization of arenes remains a daunting challenge and is still significantly restricted to a few scaffolds. Herein, we report an unprecedented pyridine-based para-directing template (DT) assisted, Pd-catalyzed para-C–H alkenylation of three classes of arenes, i.e. phenylpropanoic acids, 2-phenyl benzoic acids and benzyl alcohols, with a series of alkenes including perfluoroalkenes. Notably, the pyridine-based para-DT could be easily synthesized and readily recycled under mild conditions. These results may find application in rapid construction of para-substituted arenes and stimulate the exploration of novel methods for para-C–H functionalization of arenes. |
format | Online Article Text |
id | pubmed-8179498 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-81794982021-06-22 Palladium-catalyzed remote para-C–H activation of arenes assisted by a recyclable pyridine-based template Chen, Xiaoxi Fan, Shuai Zhang, Meng Gao, Yuzhen Li, Shangda Li, Gang Chem Sci Chemistry Direct para-selective C–H functionalization of arenes remains a daunting challenge and is still significantly restricted to a few scaffolds. Herein, we report an unprecedented pyridine-based para-directing template (DT) assisted, Pd-catalyzed para-C–H alkenylation of three classes of arenes, i.e. phenylpropanoic acids, 2-phenyl benzoic acids and benzyl alcohols, with a series of alkenes including perfluoroalkenes. Notably, the pyridine-based para-DT could be easily synthesized and readily recycled under mild conditions. These results may find application in rapid construction of para-substituted arenes and stimulate the exploration of novel methods for para-C–H functionalization of arenes. The Royal Society of Chemistry 2021-02-02 /pmc/articles/PMC8179498/ /pubmed/34163684 http://dx.doi.org/10.1039/d0sc07042d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Chen, Xiaoxi Fan, Shuai Zhang, Meng Gao, Yuzhen Li, Shangda Li, Gang Palladium-catalyzed remote para-C–H activation of arenes assisted by a recyclable pyridine-based template |
title | Palladium-catalyzed remote para-C–H activation of arenes assisted by a recyclable pyridine-based template |
title_full | Palladium-catalyzed remote para-C–H activation of arenes assisted by a recyclable pyridine-based template |
title_fullStr | Palladium-catalyzed remote para-C–H activation of arenes assisted by a recyclable pyridine-based template |
title_full_unstemmed | Palladium-catalyzed remote para-C–H activation of arenes assisted by a recyclable pyridine-based template |
title_short | Palladium-catalyzed remote para-C–H activation of arenes assisted by a recyclable pyridine-based template |
title_sort | palladium-catalyzed remote para-c–h activation of arenes assisted by a recyclable pyridine-based template |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179498/ https://www.ncbi.nlm.nih.gov/pubmed/34163684 http://dx.doi.org/10.1039/d0sc07042d |
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