Cargando…

Metal-free, intermolecular carbopyridylation of alkenes via visible-light-induced reductive radical coupling

An efficient, metal-free strategy for the intermolecular three-component carbopyridylation of styrenes, enabled by Hantzsch ester and visible light, has been described. This versatile protocol gives access to important β-CF(3) pyridines, through the regioselective, sequential formation of two C–C bo...

Descripción completa

Detalles Bibliográficos
Autores principales: Chen, Dan, Xu, Lei, Long, Tianyu, Zhu, Shengqing, Yang, Jun, Chu, Lingling
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6301205/
https://www.ncbi.nlm.nih.gov/pubmed/30647893
http://dx.doi.org/10.1039/c8sc03493a
_version_ 1783381799851786240
author Chen, Dan
Xu, Lei
Long, Tianyu
Zhu, Shengqing
Yang, Jun
Chu, Lingling
author_facet Chen, Dan
Xu, Lei
Long, Tianyu
Zhu, Shengqing
Yang, Jun
Chu, Lingling
author_sort Chen, Dan
collection PubMed
description An efficient, metal-free strategy for the intermolecular three-component carbopyridylation of styrenes, enabled by Hantzsch ester and visible light, has been described. This versatile protocol gives access to important β-CF(3) pyridines, through the regioselective, sequential formation of two C–C bonds without the use of exogenous catalysts. The value of this benign protocol has been demonstrated through functionalizations of natural-product- and drug-based complex molecules.
format Online
Article
Text
id pubmed-6301205
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-63012052019-01-15 Metal-free, intermolecular carbopyridylation of alkenes via visible-light-induced reductive radical coupling Chen, Dan Xu, Lei Long, Tianyu Zhu, Shengqing Yang, Jun Chu, Lingling Chem Sci Chemistry An efficient, metal-free strategy for the intermolecular three-component carbopyridylation of styrenes, enabled by Hantzsch ester and visible light, has been described. This versatile protocol gives access to important β-CF(3) pyridines, through the regioselective, sequential formation of two C–C bonds without the use of exogenous catalysts. The value of this benign protocol has been demonstrated through functionalizations of natural-product- and drug-based complex molecules. Royal Society of Chemistry 2018-10-02 /pmc/articles/PMC6301205/ /pubmed/30647893 http://dx.doi.org/10.1039/c8sc03493a Text en This journal is © The Royal Society of Chemistry 2018 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Chen, Dan
Xu, Lei
Long, Tianyu
Zhu, Shengqing
Yang, Jun
Chu, Lingling
Metal-free, intermolecular carbopyridylation of alkenes via visible-light-induced reductive radical coupling
title Metal-free, intermolecular carbopyridylation of alkenes via visible-light-induced reductive radical coupling
title_full Metal-free, intermolecular carbopyridylation of alkenes via visible-light-induced reductive radical coupling
title_fullStr Metal-free, intermolecular carbopyridylation of alkenes via visible-light-induced reductive radical coupling
title_full_unstemmed Metal-free, intermolecular carbopyridylation of alkenes via visible-light-induced reductive radical coupling
title_short Metal-free, intermolecular carbopyridylation of alkenes via visible-light-induced reductive radical coupling
title_sort metal-free, intermolecular carbopyridylation of alkenes via visible-light-induced reductive radical coupling
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6301205/
https://www.ncbi.nlm.nih.gov/pubmed/30647893
http://dx.doi.org/10.1039/c8sc03493a
work_keys_str_mv AT chendan metalfreeintermolecularcarbopyridylationofalkenesviavisiblelightinducedreductiveradicalcoupling
AT xulei metalfreeintermolecularcarbopyridylationofalkenesviavisiblelightinducedreductiveradicalcoupling
AT longtianyu metalfreeintermolecularcarbopyridylationofalkenesviavisiblelightinducedreductiveradicalcoupling
AT zhushengqing metalfreeintermolecularcarbopyridylationofalkenesviavisiblelightinducedreductiveradicalcoupling
AT yangjun metalfreeintermolecularcarbopyridylationofalkenesviavisiblelightinducedreductiveradicalcoupling
AT chulingling metalfreeintermolecularcarbopyridylationofalkenesviavisiblelightinducedreductiveradicalcoupling