Stereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical Csp3–H bond oxidative functionalization of acetonitrile

Stereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical Csp3–H bond oxidative functionalization of acetonitrile

Direct α-functionalization of acetonitrile, a bulk chemical, is usually limited to its enolate chemistry. Here, the authors show an electro-oxidative C(sp3)–H bond functionalization of acetonitrile with thiols to afford tetrasubstituted olefins with high stereoselectivity.

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Autores principales: Tian-Jun He, Zongren Ye, Zhuofeng Ke, Jing-Mei Huang
Formato: article
Lenguaje:EN
Publicado: Nature Portfolio 2019
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Acceso en línea:https://doaj.org/article/623b11d9072743f88ab4086b235f1a21
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spelling oai:doaj.org-article:623b11d9072743f88ab4086b235f1a212021-12-02T14:38:43ZStereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical Csp3–H bond oxidative functionalization of acetonitrile10.1038/s41467-019-08762-52041-1723https://doaj.org/article/623b11d9072743f88ab4086b235f1a212019-02-01T00:00:00Zhttps://doi.org/10.1038/s41467-019-08762-5https://doaj.org/toc/2041-1723Direct α-functionalization of acetonitrile, a bulk chemical, is usually limited to its enolate chemistry. Here, the authors show an electro-oxidative C(sp3)–H bond functionalization of acetonitrile with thiols to afford tetrasubstituted olefins with high stereoselectivity.Tian-Jun HeZongren YeZhuofeng KeJing-Mei HuangNature PortfolioarticleScienceQENNature Communications, Vol 10, Iss 1, Pp 1-9 (2019)
institution DOAJ
collection DOAJ
language EN
topic Science
Q
spellingShingle Science
Q
Tian-Jun He
Zongren Ye
Zhuofeng Ke
Jing-Mei Huang
Stereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical Csp3–H bond oxidative functionalization of acetonitrile
description Direct α-functionalization of acetonitrile, a bulk chemical, is usually limited to its enolate chemistry. Here, the authors show an electro-oxidative C(sp3)–H bond functionalization of acetonitrile with thiols to afford tetrasubstituted olefins with high stereoselectivity.
format article
author Tian-Jun He
Zongren Ye
Zhuofeng Ke
Jing-Mei Huang
author_facet Tian-Jun He
Zongren Ye
Zhuofeng Ke
Jing-Mei Huang
author_sort Tian-Jun He
title Stereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical Csp3–H bond oxidative functionalization of acetonitrile
title_short Stereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical Csp3–H bond oxidative functionalization of acetonitrile
title_full Stereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical Csp3–H bond oxidative functionalization of acetonitrile
title_fullStr Stereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical Csp3–H bond oxidative functionalization of acetonitrile
title_full_unstemmed Stereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical Csp3–H bond oxidative functionalization of acetonitrile
title_sort stereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical csp3–h bond oxidative functionalization of acetonitrile
publisher Nature Portfolio
publishDate 2019
url https://doaj.org/article/623b11d9072743f88ab4086b235f1a21
work_keys_str_mv AT tianjunhe stereoselectivesynthesisofsulfurcontainingbenaminonitrilederivativesthroughelectrochemicalcsp3hbondoxidativefunctionalizationofacetonitrile
AT zongrenye stereoselectivesynthesisofsulfurcontainingbenaminonitrilederivativesthroughelectrochemicalcsp3hbondoxidativefunctionalizationofacetonitrile
AT zhuofengke stereoselectivesynthesisofsulfurcontainingbenaminonitrilederivativesthroughelectrochemicalcsp3hbondoxidativefunctionalizationofacetonitrile
AT jingmeihuang stereoselectivesynthesisofsulfurcontainingbenaminonitrilederivativesthroughelectrochemicalcsp3hbondoxidativefunctionalizationofacetonitrile
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