Simple synthesis of multi-halogenated alkenes from 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane)

A series of aryl fluoroalkenyl ethers that contain chlorine and bromine as well as fluorine atoms were prepared in moderate to good yields via the reactions of phenols and 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane) in the presence of KOH. This simple reaction enabled the construction of high...

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Autores principales: Karuo, Yukiko, Tarui, Atsushi, Sato, Kazuyuki, Kawai, Kentaro, Omote, Masaaki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9704012/
https://www.ncbi.nlm.nih.gov/pubmed/36483094
http://dx.doi.org/10.3762/bjoc.18.167
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author Karuo, Yukiko
Tarui, Atsushi
Sato, Kazuyuki
Kawai, Kentaro
Omote, Masaaki
author_facet Karuo, Yukiko
Tarui, Atsushi
Sato, Kazuyuki
Kawai, Kentaro
Omote, Masaaki
author_sort Karuo, Yukiko
collection PubMed
description A series of aryl fluoroalkenyl ethers that contain chlorine and bromine as well as fluorine atoms were prepared in moderate to good yields via the reactions of phenols and 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane) in the presence of KOH. This simple reaction enabled the construction of highly halogenated compounds with the potential for further functionalization. The reaction involved a highly reactive difluoroethylene intermediate, which was produced by the reaction between halothane and KOH.
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spelling pubmed-97040122022-12-07 Simple synthesis of multi-halogenated alkenes from 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane) Karuo, Yukiko Tarui, Atsushi Sato, Kazuyuki Kawai, Kentaro Omote, Masaaki Beilstein J Org Chem Full Research Paper A series of aryl fluoroalkenyl ethers that contain chlorine and bromine as well as fluorine atoms were prepared in moderate to good yields via the reactions of phenols and 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane) in the presence of KOH. This simple reaction enabled the construction of highly halogenated compounds with the potential for further functionalization. The reaction involved a highly reactive difluoroethylene intermediate, which was produced by the reaction between halothane and KOH. Beilstein-Institut 2022-11-21 /pmc/articles/PMC9704012/ /pubmed/36483094 http://dx.doi.org/10.3762/bjoc.18.167 Text en Copyright © 2022, Karuo et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Full Research Paper
Karuo, Yukiko
Tarui, Atsushi
Sato, Kazuyuki
Kawai, Kentaro
Omote, Masaaki
Simple synthesis of multi-halogenated alkenes from 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane)
title Simple synthesis of multi-halogenated alkenes from 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane)
title_full Simple synthesis of multi-halogenated alkenes from 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane)
title_fullStr Simple synthesis of multi-halogenated alkenes from 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane)
title_full_unstemmed Simple synthesis of multi-halogenated alkenes from 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane)
title_short Simple synthesis of multi-halogenated alkenes from 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane)
title_sort simple synthesis of multi-halogenated alkenes from 2-bromo-2-chloro-1,1,1-trifluoroethane (halothane)
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9704012/
https://www.ncbi.nlm.nih.gov/pubmed/36483094
http://dx.doi.org/10.3762/bjoc.18.167
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