Site-selective C–H activation and regiospecific annulation using propargylic carbonates

Herein we describe an unprecedented Ru(II)-catalyzed site-selective and regiospecific annulation of benzoic acids with propargylic carbonates. The weakly coordinating carboxylic acid moiety outperformed other typically used directing groups in C–H activation, including ketone, nitrile, sulfonamide,...

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Autores principales: Lu, Qingquan, Mondal, Shobhan, Cembellín, Sara, Greßies, Steffen, Glorius, Frank
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6611066/
https://www.ncbi.nlm.nih.gov/pubmed/31341607
http://dx.doi.org/10.1039/c9sc01703h
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author Lu, Qingquan
Mondal, Shobhan
Cembellín, Sara
Greßies, Steffen
Glorius, Frank
author_facet Lu, Qingquan
Mondal, Shobhan
Cembellín, Sara
Greßies, Steffen
Glorius, Frank
author_sort Lu, Qingquan
collection PubMed
description Herein we describe an unprecedented Ru(II)-catalyzed site-selective and regiospecific annulation of benzoic acids with propargylic carbonates. The weakly coordinating carboxylic acid moiety outperformed other typically used directing groups in C–H activation, including ketone, nitrile, sulfonamide, amide and strongly coordinating nitrogen heterocycles. This is an important step towards the application of C–H activation reactions in complex (functional) real-world molecules.
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spelling pubmed-66110662019-07-24 Site-selective C–H activation and regiospecific annulation using propargylic carbonates Lu, Qingquan Mondal, Shobhan Cembellín, Sara Greßies, Steffen Glorius, Frank Chem Sci Chemistry Herein we describe an unprecedented Ru(II)-catalyzed site-selective and regiospecific annulation of benzoic acids with propargylic carbonates. The weakly coordinating carboxylic acid moiety outperformed other typically used directing groups in C–H activation, including ketone, nitrile, sulfonamide, amide and strongly coordinating nitrogen heterocycles. This is an important step towards the application of C–H activation reactions in complex (functional) real-world molecules. Royal Society of Chemistry 2019-05-27 /pmc/articles/PMC6611066/ /pubmed/31341607 http://dx.doi.org/10.1039/c9sc01703h Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Lu, Qingquan
Mondal, Shobhan
Cembellín, Sara
Greßies, Steffen
Glorius, Frank
Site-selective C–H activation and regiospecific annulation using propargylic carbonates
title Site-selective C–H activation and regiospecific annulation using propargylic carbonates
title_full Site-selective C–H activation and regiospecific annulation using propargylic carbonates
title_fullStr Site-selective C–H activation and regiospecific annulation using propargylic carbonates
title_full_unstemmed Site-selective C–H activation and regiospecific annulation using propargylic carbonates
title_short Site-selective C–H activation and regiospecific annulation using propargylic carbonates
title_sort site-selective c–h activation and regiospecific annulation using propargylic carbonates
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6611066/
https://www.ncbi.nlm.nih.gov/pubmed/31341607
http://dx.doi.org/10.1039/c9sc01703h
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