Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts

The synthesis of naproxen-containing diaryliodonium salts has been realized from naproxen methyl ester and ArI(OH)OTs activated by trimethylsilyl trifluoromethanesulfonate (TMSOTf) in a solvent mixture comprising dichloromethane and 2,2,2-trifluoroethanol (TFE). Those iodonium salts have been succes...

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Autores principales: Zhou, Jun, Bao, Zhiyuan, Wu, Panpan, Chen, Chao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8198133/
https://www.ncbi.nlm.nih.gov/pubmed/34071240
http://dx.doi.org/10.3390/molecules26113240
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author Zhou, Jun
Bao, Zhiyuan
Wu, Panpan
Chen, Chao
author_facet Zhou, Jun
Bao, Zhiyuan
Wu, Panpan
Chen, Chao
author_sort Zhou, Jun
collection PubMed
description The synthesis of naproxen-containing diaryliodonium salts has been realized from naproxen methyl ester and ArI(OH)OTs activated by trimethylsilyl trifluoromethanesulfonate (TMSOTf) in a solvent mixture comprising dichloromethane and 2,2,2-trifluoroethanol (TFE). Those iodonium salts have been successfully used in the functionalization of an aromatic ring of naproxen methyl ester, including fluorination, iodination, alkynylation, arylation, thiophenolation, and amination and esterification reactions. Moreover, further hydrolysis of the obtained 5-iodo-naproxen methyl ester afforded 5-iodo-naproxen.
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spelling pubmed-81981332021-06-14 Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts Zhou, Jun Bao, Zhiyuan Wu, Panpan Chen, Chao Molecules Communication The synthesis of naproxen-containing diaryliodonium salts has been realized from naproxen methyl ester and ArI(OH)OTs activated by trimethylsilyl trifluoromethanesulfonate (TMSOTf) in a solvent mixture comprising dichloromethane and 2,2,2-trifluoroethanol (TFE). Those iodonium salts have been successfully used in the functionalization of an aromatic ring of naproxen methyl ester, including fluorination, iodination, alkynylation, arylation, thiophenolation, and amination and esterification reactions. Moreover, further hydrolysis of the obtained 5-iodo-naproxen methyl ester afforded 5-iodo-naproxen. MDPI 2021-05-28 /pmc/articles/PMC8198133/ /pubmed/34071240 http://dx.doi.org/10.3390/molecules26113240 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Zhou, Jun
Bao, Zhiyuan
Wu, Panpan
Chen, Chao
Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts
title Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts
title_full Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts
title_fullStr Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts
title_full_unstemmed Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts
title_short Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts
title_sort preparation and synthetic application of naproxen-containing diaryliodonium salts
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8198133/
https://www.ncbi.nlm.nih.gov/pubmed/34071240
http://dx.doi.org/10.3390/molecules26113240
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AT wupanpan preparationandsyntheticapplicationofnaproxencontainingdiaryliodoniumsalts
AT chenchao preparationandsyntheticapplicationofnaproxencontainingdiaryliodoniumsalts

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