Gas/Liquid‐Phase Micro‐Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N‐Sulfinylimines

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A micro‐flow nucleophilic trifluoromethylation of carbonyl compounds using gaseous fluoroform was developed. This method also allows the first micro‐flow transformation of N‐sulfinylimines into trifluoromethyl amines with excellent diastereoselectivity. To demonstrate the synthetic utility of this m...

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Autores principales: Hirano, Kazuki, Gondo, Satoshi, Punna, Nagender, Tokunaga, Etsuko, Shibata, Norio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6442697/
https://www.ncbi.nlm.nih.gov/pubmed/30976483
http://dx.doi.org/10.1002/open.201800286
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author Hirano, Kazuki
Gondo, Satoshi
Punna, Nagender
Tokunaga, Etsuko
Shibata, Norio
author_facet Hirano, Kazuki
Gondo, Satoshi
Punna, Nagender
Tokunaga, Etsuko
Shibata, Norio
author_sort Hirano, Kazuki
collection PubMed
description A micro‐flow nucleophilic trifluoromethylation of carbonyl compounds using gaseous fluoroform was developed. This method also allows the first micro‐flow transformation of N‐sulfinylimines into trifluoromethyl amines with excellent diastereoselectivity. To demonstrate the synthetic utility of this micro‐flow synthesis, the formal micro‐flow synthesis of Efavirenz is described.
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spelling pubmed-64426972019-04-11 Gas/Liquid‐Phase Micro‐Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N‐Sulfinylimines Hirano, Kazuki Gondo, Satoshi Punna, Nagender Tokunaga, Etsuko Shibata, Norio ChemistryOpen Communications A micro‐flow nucleophilic trifluoromethylation of carbonyl compounds using gaseous fluoroform was developed. This method also allows the first micro‐flow transformation of N‐sulfinylimines into trifluoromethyl amines with excellent diastereoselectivity. To demonstrate the synthetic utility of this micro‐flow synthesis, the formal micro‐flow synthesis of Efavirenz is described. John Wiley and Sons Inc. 2019-02-05 /pmc/articles/PMC6442697/ /pubmed/30976483 http://dx.doi.org/10.1002/open.201800286 Text en ©2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Hirano, Kazuki
Gondo, Satoshi
Punna, Nagender
Tokunaga, Etsuko
Shibata, Norio
Gas/Liquid‐Phase Micro‐Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N‐Sulfinylimines
title Gas/Liquid‐Phase Micro‐Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N‐Sulfinylimines
title_full Gas/Liquid‐Phase Micro‐Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N‐Sulfinylimines
title_fullStr Gas/Liquid‐Phase Micro‐Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N‐Sulfinylimines
title_full_unstemmed Gas/Liquid‐Phase Micro‐Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N‐Sulfinylimines
title_short Gas/Liquid‐Phase Micro‐Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N‐Sulfinylimines
title_sort gas/liquid‐phase micro‐flow trifluoromethylation using fluoroform: trifluoromethylation of aldehydes, ketones, chalcones, and n‐sulfinylimines
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6442697/
https://www.ncbi.nlm.nih.gov/pubmed/30976483
http://dx.doi.org/10.1002/open.201800286
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