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(CF(3))ppy)(2)(dtbpy)]PF(6) and (NH(4))(2)S(2)O(8) under blue light irradiation to yield arylthiols. The reaction proceeds at room temperature and avoids the use of prefunctionalized arenes. Exper...

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Autores principales: Das, Amrita, Maity, Mitasree, Malcherek, Simon, König, Burkhard, Rehbein, Julia
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6176842/
https://www.ncbi.nlm.nih.gov/pubmed/30344775
http://dx.doi.org/10.3762/bjoc.14.228
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author Das, Amrita
Maity, Mitasree
Malcherek, Simon
König, Burkhard
Rehbein, Julia
author_facet Das, Amrita
Maity, Mitasree
Malcherek, Simon
König, Burkhard
Rehbein, Julia
author_sort Das, Amrita
collection PubMed
description Electron-rich arenes react with aryl and alkyl disulfides in the presence of catalytic amounts of [Ir(dF(CF(3))ppy)(2)(dtbpy)]PF(6) and (NH(4))(2)S(2)O(8) 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.
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spelling pubmed-61768422018-10-19 Synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysis Das, Amrita Maity, Mitasree Malcherek, Simon König, Burkhard Rehbein, Julia Beilstein J Org Chem Full Research Paper Electron-rich arenes react with aryl and alkyl disulfides in the presence of catalytic amounts of [Ir(dF(CF(3))ppy)(2)(dtbpy)]PF(6) and (NH(4))(2)S(2)O(8) 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. Beilstein-Institut 2018-09-27 /pmc/articles/PMC6176842/ /pubmed/30344775 http://dx.doi.org/10.3762/bjoc.14.228 Text en Copyright © 2018, Das et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Das, Amrita
Maity, Mitasree
Malcherek, Simon
König, Burkhard
Rehbein, Julia
Synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysis
title 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_short 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
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6176842/
https://www.ncbi.nlm.nih.gov/pubmed/30344775
http://dx.doi.org/10.3762/bjoc.14.228
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