Copper-Promoted Cross-Coupling Reactions for the Synthesis of Aryl(difluoromethyl)phosphonates Using Trimethylsilyl(difluoromethyl)phosphonate

Copper-Promoted Cross-Coupling Reactions for the Synthesis of Aryl(difluoromethyl)phosphonates Using Trimethylsilyl(difluoromethyl)phosphonate

A convenient and effective route for the synthesis of aryl(difluoromethyl)phosphonates has been developed based on cross-coupling reactions. Upon treatment with a stoichiometric amount (or a catalytic amount in some cases) of CuI and CsF, aryl iodides reacted smoothly with (silyldifluoromethyl)phosp...

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Bibliographic Details
Main Authors: Kazuki Komoda, Rei Iwamoto, Masakazu Kasumi, Hideki Amii
Format: Article
Language:English
Published: MDPI AG 2018-12-01
Series:Molecules
Subjects:
phosphonates
difluoromethyl
cross-coupling
copper
silicon
Online Access:https://www.mdpi.com/1420-3049/23/12/3292
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spelling doaj-20fae70d9bfa43098fcdcfb5e5796c022020-11-24T22:52:32ZengMDPI AGMolecules1420-30492018-12-012312329210.3390/molecules23123292molecules23123292Copper-Promoted Cross-Coupling Reactions for the Synthesis of Aryl(difluoromethyl)phosphonates Using Trimethylsilyl(difluoromethyl)phosphonateKazuki Komoda0Rei Iwamoto1Masakazu Kasumi2Hideki Amii3Division of Molecular Science, Graduate School of Science and Technology, 1-5-1, Tenjin-cho, Kiryu, Gunma 376-8515, JapanDepartment of Chemistry, Graduate School of Science, Kobe University, Nada-ku, Kobe 657-8501, JapanDivision of Molecular Science, Graduate School of Science and Technology, 1-5-1, Tenjin-cho, Kiryu, Gunma 376-8515, JapanDivision of Molecular Science, Graduate School of Science and Technology, 1-5-1, Tenjin-cho, Kiryu, Gunma 376-8515, JapanA convenient and effective route for the synthesis of aryl(difluoromethyl)phosphonates has been developed based on cross-coupling reactions. Upon treatment with a stoichiometric amount (or a catalytic amount in some cases) of CuI and CsF, aryl iodides reacted smoothly with (silyldifluoromethyl)phosphonates to give the corresponding aryl(difluoromethyl)phosphonates in good yields.https://www.mdpi.com/1420-3049/23/12/3292phosphonatesdifluoromethylcross-couplingcoppersilicon
collection DOAJ
language English
format Article
sources DOAJ
author Kazuki Komoda
Rei Iwamoto
Masakazu Kasumi
Hideki Amii
spellingShingle Kazuki Komoda
Rei Iwamoto
Masakazu Kasumi
Hideki Amii
Copper-Promoted Cross-Coupling Reactions for the Synthesis of Aryl(difluoromethyl)phosphonates Using Trimethylsilyl(difluoromethyl)phosphonate
Molecules
phosphonates
difluoromethyl
cross-coupling
copper
silicon
author_facet Kazuki Komoda
Rei Iwamoto
Masakazu Kasumi
Hideki Amii
author_sort Kazuki Komoda
title Copper-Promoted Cross-Coupling Reactions for the Synthesis of Aryl(difluoromethyl)phosphonates Using Trimethylsilyl(difluoromethyl)phosphonate
title_short Copper-Promoted Cross-Coupling Reactions for the Synthesis of Aryl(difluoromethyl)phosphonates Using Trimethylsilyl(difluoromethyl)phosphonate
title_full Copper-Promoted Cross-Coupling Reactions for the Synthesis of Aryl(difluoromethyl)phosphonates Using Trimethylsilyl(difluoromethyl)phosphonate
title_fullStr Copper-Promoted Cross-Coupling Reactions for the Synthesis of Aryl(difluoromethyl)phosphonates Using Trimethylsilyl(difluoromethyl)phosphonate
title_full_unstemmed Copper-Promoted Cross-Coupling Reactions for the Synthesis of Aryl(difluoromethyl)phosphonates Using Trimethylsilyl(difluoromethyl)phosphonate
title_sort copper-promoted cross-coupling reactions for the synthesis of aryl(difluoromethyl)phosphonates using trimethylsilyl(difluoromethyl)phosphonate
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2018-12-01
description A convenient and effective route for the synthesis of aryl(difluoromethyl)phosphonates has been developed based on cross-coupling reactions. Upon treatment with a stoichiometric amount (or a catalytic amount in some cases) of CuI and CsF, aryl iodides reacted smoothly with (silyldifluoromethyl)phosphonates to give the corresponding aryl(difluoromethyl)phosphonates in good yields.
topic phosphonates
difluoromethyl
cross-coupling
copper
silicon
url https://www.mdpi.com/1420-3049/23/12/3292
work_keys_str_mv AT kazukikomoda copperpromotedcrosscouplingreactionsforthesynthesisofaryldifluoromethylphosphonatesusingtrimethylsilyldifluoromethylphosphonate
AT reiiwamoto copperpromotedcrosscouplingreactionsforthesynthesisofaryldifluoromethylphosphonatesusingtrimethylsilyldifluoromethylphosphonate
AT masakazukasumi copperpromotedcrosscouplingreactionsforthesynthesisofaryldifluoromethylphosphonatesusingtrimethylsilyldifluoromethylphosphonate
AT hidekiamii copperpromotedcrosscouplingreactionsforthesynthesisofaryldifluoromethylphosphonatesusingtrimethylsilyldifluoromethylphosphonate
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