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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...

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Autores principales: Chen, Xiaoxi, Fan, Shuai, Zhang, Meng, Gao, Yuzhen, Li, Shangda, Li, Gang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
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.
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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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