Photocatalytic Alkylation of α-(Trifluoromethyl)Styrenes with Potassium Xanthogenates

A protocol for the coupling of potassium xanthogenates with α-(trifluoromethyl)styrenes in the presence of triethyl phosphite is reported. The reaction is carried out under blue light irradiation in the presence of organic photocatalyst 3DPAFIPN. The reaction proceeds via formation of alkyl radicals...

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Main Authors: Vyacheslav I. Supranovich, Alexander D. Dilman
Format: Article
Language:English
Published: MDPI AG 2021-12-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/11/12/1555
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author Vyacheslav I. Supranovich
Alexander D. Dilman
author_facet Vyacheslav I. Supranovich
Alexander D. Dilman
author_sort Vyacheslav I. Supranovich
collection DOAJ
description A protocol for the coupling of potassium xanthogenates with α-(trifluoromethyl)styrenes in the presence of triethyl phosphite is reported. The reaction is carried out under blue light irradiation in the presence of organic photocatalyst 3DPAFIPN. The reaction proceeds via formation of alkyl radicals from readily available xanthogenate salts via oxidative desulfurization and cleavage of the carbon–oxygen bond assisted by triethyl phosphite.
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spelling doaj.art-f1fc720da8e842d7acf7e9839f8ad4812023-11-23T07:35:20ZengMDPI AGCatalysts2073-43442021-12-011112155510.3390/catal11121555Photocatalytic Alkylation of α-(Trifluoromethyl)Styrenes with Potassium XanthogenatesVyacheslav I. Supranovich0Alexander D. Dilman1N. D. Zelinsky Institute of Organic Chemistry, Leninsky Prosp. 47, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Leninsky Prosp. 47, 119991 Moscow, RussiaA protocol for the coupling of potassium xanthogenates with α-(trifluoromethyl)styrenes in the presence of triethyl phosphite is reported. The reaction is carried out under blue light irradiation in the presence of organic photocatalyst 3DPAFIPN. The reaction proceeds via formation of alkyl radicals from readily available xanthogenate salts via oxidative desulfurization and cleavage of the carbon–oxygen bond assisted by triethyl phosphite.https://www.mdpi.com/2073-4344/11/12/1555radical reactionsxanthogenatesphotocatalysistriethyl phosphite
spellingShingle Vyacheslav I. Supranovich
Alexander D. Dilman
Photocatalytic Alkylation of α-(Trifluoromethyl)Styrenes with Potassium Xanthogenates
Catalysts
radical reactions
xanthogenates
photocatalysis
triethyl phosphite
title Photocatalytic Alkylation of α-(Trifluoromethyl)Styrenes with Potassium Xanthogenates
title_full Photocatalytic Alkylation of α-(Trifluoromethyl)Styrenes with Potassium Xanthogenates
title_fullStr Photocatalytic Alkylation of α-(Trifluoromethyl)Styrenes with Potassium Xanthogenates
title_full_unstemmed Photocatalytic Alkylation of α-(Trifluoromethyl)Styrenes with Potassium Xanthogenates
title_short Photocatalytic Alkylation of α-(Trifluoromethyl)Styrenes with Potassium Xanthogenates
title_sort photocatalytic alkylation of α trifluoromethyl styrenes with potassium xanthogenates
topic radical reactions
xanthogenates
photocatalysis
triethyl phosphite
url https://www.mdpi.com/2073-4344/11/12/1555
work_keys_str_mv AT vyacheslavisupranovich photocatalyticalkylationofatrifluoromethylstyreneswithpotassiumxanthogenates
AT alexanderddilman photocatalyticalkylationofatrifluoromethylstyreneswithpotassiumxanthogenates