Synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysis
Electron-rich arenes react with aryl and alkyl disulfides in the presence of catalytic amounts of [Ir(dF(CF3)ppy)2(dtbpy)]PF6 and (NH4)2S2O8 under blue light irradiation to yield arylthiols. The reaction proceeds at room temperature and avoids the use of prefunctionalized arenes. Experimental eviden...
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doaj-200c0fa9faf8457c8aed8ddc983f90eb2021-03-02T11:02:24ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972018-09-011412520252810.3762/bjoc.14.2281860-5397-14-228Synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysisAmrita Das0Mitasree Maity1Simon Malcherek2Burkhard König3Julia Rehbein4Department of Chemistry and Pharmacy, Institute of Organic Chemistry, University of Regensburg, Universitätsstraße 31, 93053 Regensburg, GermanyDepartment of Chemistry and Pharmacy, Institute of Organic Chemistry, University of Regensburg, Universitätsstraße 31, 93053 Regensburg, GermanyDepartment of Chemistry and Pharmacy, Institute of Organic Chemistry, University of Regensburg, Universitätsstraße 31, 93053 Regensburg, GermanyDepartment of Chemistry and Pharmacy, Institute of Organic Chemistry, University of Regensburg, Universitätsstraße 31, 93053 Regensburg, GermanyDepartment of Chemistry and Pharmacy, Institute of Organic Chemistry, University of Regensburg, Universitätsstraße 31, 93053 Regensburg, GermanyElectron-rich arenes react with aryl and alkyl disulfides in the presence of catalytic amounts of [Ir(dF(CF3)ppy)2(dtbpy)]PF6 and (NH4)2S2O8 under blue light irradiation to yield arylthiols. The reaction proceeds at room temperature and avoids the use of prefunctionalized arenes. Experimental evidence suggests a radical–radical cross coupling mechanism.https://doi.org/10.3762/bjoc.14.228arenesoxidationphotocatalysisthiolationvisible light |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Amrita Das Mitasree Maity Simon Malcherek Burkhard König Julia Rehbein |
spellingShingle |
Amrita Das Mitasree Maity Simon Malcherek Burkhard König Julia Rehbein Synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysis Beilstein Journal of Organic Chemistry arenes oxidation photocatalysis thiolation visible light |
author_facet |
Amrita Das Mitasree Maity Simon Malcherek Burkhard König Julia Rehbein |
author_sort |
Amrita Das |
title |
Synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysis |
title_short |
Synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysis |
title_full |
Synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysis |
title_fullStr |
Synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysis |
title_full_unstemmed |
Synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysis |
title_sort |
synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysis |
publisher |
Beilstein-Institut |
series |
Beilstein Journal of Organic Chemistry |
issn |
1860-5397 |
publishDate |
2018-09-01 |
description |
Electron-rich arenes react with aryl and alkyl disulfides in the presence of catalytic amounts of [Ir(dF(CF3)ppy)2(dtbpy)]PF6 and (NH4)2S2O8 under blue light irradiation to yield arylthiols. The reaction proceeds at room temperature and avoids the use of prefunctionalized arenes. Experimental evidence suggests a radical–radical cross coupling mechanism. |
topic |
arenes oxidation photocatalysis thiolation visible light |
url |
https://doi.org/10.3762/bjoc.14.228 |
work_keys_str_mv |
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