Regioselective synthesis of C3 alkylated and arylated benzothiophenes

Benzothiophenes are common motifs in bioactive compounds, but selective functionalization at C3 is challenging. Here the authors report a method starting from benzothiophene S-oxides via an interrupted Pummerer reaction, giving access to a range of C3-alkylated and -arylated products.

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Autores principales: Harry J. Shrives, José A. Fernández-Salas, Christin Hedtke, Alexander P. Pulis, David J. Procter
Formato: article
Lenguaje:EN
Publicado: Nature Portfolio 2017
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Acceso en línea:https://doaj.org/article/96ecf75c80164e3692bef7fa44f24f7a
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spelling oai:doaj.org-article:96ecf75c80164e3692bef7fa44f24f7a2021-12-02T14:41:21ZRegioselective synthesis of C3 alkylated and arylated benzothiophenes10.1038/ncomms148012041-1723https://doaj.org/article/96ecf75c80164e3692bef7fa44f24f7a2017-03-01T00:00:00Zhttps://doi.org/10.1038/ncomms14801https://doaj.org/toc/2041-1723Benzothiophenes are common motifs in bioactive compounds, but selective functionalization at C3 is challenging. Here the authors report a method starting from benzothiophene S-oxides via an interrupted Pummerer reaction, giving access to a range of C3-alkylated and -arylated products.Harry J. ShrivesJosé A. Fernández-SalasChristin HedtkeAlexander P. PulisDavid J. ProcterNature PortfolioarticleScienceQENNature Communications, Vol 8, Iss 1, Pp 1-7 (2017)
institution DOAJ
collection DOAJ
language EN
topic Science
Q
spellingShingle Science
Q
Harry J. Shrives
José A. Fernández-Salas
Christin Hedtke
Alexander P. Pulis
David J. Procter
Regioselective synthesis of C3 alkylated and arylated benzothiophenes
description Benzothiophenes are common motifs in bioactive compounds, but selective functionalization at C3 is challenging. Here the authors report a method starting from benzothiophene S-oxides via an interrupted Pummerer reaction, giving access to a range of C3-alkylated and -arylated products.
format article
author Harry J. Shrives
José A. Fernández-Salas
Christin Hedtke
Alexander P. Pulis
David J. Procter
author_facet Harry J. Shrives
José A. Fernández-Salas
Christin Hedtke
Alexander P. Pulis
David J. Procter
author_sort Harry J. Shrives
title Regioselective synthesis of C3 alkylated and arylated benzothiophenes
title_short Regioselective synthesis of C3 alkylated and arylated benzothiophenes
title_full Regioselective synthesis of C3 alkylated and arylated benzothiophenes
title_fullStr Regioselective synthesis of C3 alkylated and arylated benzothiophenes
title_full_unstemmed Regioselective synthesis of C3 alkylated and arylated benzothiophenes
title_sort regioselective synthesis of c3 alkylated and arylated benzothiophenes
publisher Nature Portfolio
publishDate 2017
url https://doaj.org/article/96ecf75c80164e3692bef7fa44f24f7a
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