Direct Photoexcitation of Benzothiazolines: Acyl Radical Generation and Application to Access Heterocycles

An acyl radical generation and functionalization strategy through direct photoexcitation of benzothiazolines has been developed. The formed acyl radical species can either be trapped by quinoxalin-2-ones to realize their C(3)-H functionalization or trigger a cascade radical cyclization with isonitri...

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Auteurs principaux: Xiang-Kui He, Juan Lu, Hai-Bing Ye, Lei Li, Jun Xuan
Format: article
Langue:EN
Publié: MDPI AG 2021
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Accès en ligne:https://doaj.org/article/aa78739c72704517bb086a35cdbc1812
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spelling oai:doaj.org-article:aa78739c72704517bb086a35cdbc18122021-11-25T18:27:42ZDirect Photoexcitation of Benzothiazolines: Acyl Radical Generation and Application to Access Heterocycles10.3390/molecules262268431420-3049https://doaj.org/article/aa78739c72704517bb086a35cdbc18122021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/6843https://doaj.org/toc/1420-3049An acyl radical generation and functionalization strategy through direct photoexcitation of benzothiazolines has been developed. The formed acyl radical species can either be trapped by quinoxalin-2-ones to realize their C(3)-H functionalization or trigger a cascade radical cyclization with isonitriles to synthesise biologically important phenanthridines. The synthetic value of this protocol can be further illustrated by the modification of quinoxalin-2-ones, containing important natural products and drug-based complex molecules.Xiang-Kui HeJuan LuHai-Bing YeLei LiJun XuanMDPI AGarticlebenzothiazolinesphotochemistryheterocyclesOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6843, p 6843 (2021)
institution DOAJ
collection DOAJ
language EN
topic benzothiazolines
photochemistry
heterocycles
Organic chemistry
QD241-441
spellingShingle benzothiazolines
photochemistry
heterocycles
Organic chemistry
QD241-441
Xiang-Kui He
Juan Lu
Hai-Bing Ye
Lei Li
Jun Xuan
Direct Photoexcitation of Benzothiazolines: Acyl Radical Generation and Application to Access Heterocycles
description An acyl radical generation and functionalization strategy through direct photoexcitation of benzothiazolines has been developed. The formed acyl radical species can either be trapped by quinoxalin-2-ones to realize their C(3)-H functionalization or trigger a cascade radical cyclization with isonitriles to synthesise biologically important phenanthridines. The synthetic value of this protocol can be further illustrated by the modification of quinoxalin-2-ones, containing important natural products and drug-based complex molecules.
format article
author Xiang-Kui He
Juan Lu
Hai-Bing Ye
Lei Li
Jun Xuan
author_facet Xiang-Kui He
Juan Lu
Hai-Bing Ye
Lei Li
Jun Xuan
author_sort Xiang-Kui He
title Direct Photoexcitation of Benzothiazolines: Acyl Radical Generation and Application to Access Heterocycles
title_short Direct Photoexcitation of Benzothiazolines: Acyl Radical Generation and Application to Access Heterocycles
title_full Direct Photoexcitation of Benzothiazolines: Acyl Radical Generation and Application to Access Heterocycles
title_fullStr Direct Photoexcitation of Benzothiazolines: Acyl Radical Generation and Application to Access Heterocycles
title_full_unstemmed Direct Photoexcitation of Benzothiazolines: Acyl Radical Generation and Application to Access Heterocycles
title_sort direct photoexcitation of benzothiazolines: acyl radical generation and application to access heterocycles
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/aa78739c72704517bb086a35cdbc1812
work_keys_str_mv AT xiangkuihe directphotoexcitationofbenzothiazolinesacylradicalgenerationandapplicationtoaccessheterocycles
AT juanlu directphotoexcitationofbenzothiazolinesacylradicalgenerationandapplicationtoaccessheterocycles
AT haibingye directphotoexcitationofbenzothiazolinesacylradicalgenerationandapplicationtoaccessheterocycles
AT leili directphotoexcitationofbenzothiazolinesacylradicalgenerationandapplicationtoaccessheterocycles
AT junxuan directphotoexcitationofbenzothiazolinesacylradicalgenerationandapplicationtoaccessheterocycles
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