Cargando…

Visible-light-induced C(sp(3))–H activation for a C–C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions

A convenient photocatalyzed oxidative coupling reaction of 4-alkyl-3,4-dihydroquinoxalin-2(1H)-one and its derivatives with a variety of nucleophiles was developed with a ruthenium photoredox catalyst and oxygen under a household compact fluorescent light. With a slower reaction rate, the cross coup...

Descripción completa

Detalles Bibliográficos
Autores principales: Akula, Pavan Sudheer, Hong, Bor-Cherng, Lee, Gene-Hsiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9080698/
https://www.ncbi.nlm.nih.gov/pubmed/35540997
http://dx.doi.org/10.1039/c8ra03259a
_version_ 1784702847256887296
author Akula, Pavan Sudheer
Hong, Bor-Cherng
Lee, Gene-Hsiang
author_facet Akula, Pavan Sudheer
Hong, Bor-Cherng
Lee, Gene-Hsiang
author_sort Akula, Pavan Sudheer
collection PubMed
description A convenient photocatalyzed oxidative coupling reaction of 4-alkyl-3,4-dihydroquinoxalin-2(1H)-one and its derivatives with a variety of nucleophiles was developed with a ruthenium photoredox catalyst and oxygen under a household compact fluorescent light. With a slower reaction rate, the cross coupling transformation can be achieved in the absence of an external photocatalyst with a similar isolated yield. An application to the synthesis of natural product cephalandole A was also demonstrated.
format Online
Article
Text
id pubmed-9080698
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90806982022-05-09 Visible-light-induced C(sp(3))–H activation for a C–C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions Akula, Pavan Sudheer Hong, Bor-Cherng Lee, Gene-Hsiang RSC Adv Chemistry A convenient photocatalyzed oxidative coupling reaction of 4-alkyl-3,4-dihydroquinoxalin-2(1H)-one and its derivatives with a variety of nucleophiles was developed with a ruthenium photoredox catalyst and oxygen under a household compact fluorescent light. With a slower reaction rate, the cross coupling transformation can be achieved in the absence of an external photocatalyst with a similar isolated yield. An application to the synthesis of natural product cephalandole A was also demonstrated. The Royal Society of Chemistry 2018-05-29 /pmc/articles/PMC9080698/ /pubmed/35540997 http://dx.doi.org/10.1039/c8ra03259a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Akula, Pavan Sudheer
Hong, Bor-Cherng
Lee, Gene-Hsiang
Visible-light-induced C(sp(3))–H activation for a C–C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions
title Visible-light-induced C(sp(3))–H activation for a C–C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions
title_full Visible-light-induced C(sp(3))–H activation for a C–C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions
title_fullStr Visible-light-induced C(sp(3))–H activation for a C–C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions
title_full_unstemmed Visible-light-induced C(sp(3))–H activation for a C–C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions
title_short Visible-light-induced C(sp(3))–H activation for a C–C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions
title_sort visible-light-induced c(sp(3))–h activation for a c–c bond forming reaction of 3,4-dihydroquinoxalin-2(1h)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9080698/
https://www.ncbi.nlm.nih.gov/pubmed/35540997
http://dx.doi.org/10.1039/c8ra03259a
work_keys_str_mv AT akulapavansudheer visiblelightinducedcsp3hactivationforaccbondformingreactionof34dihydroquinoxalin21honewithnucleophilesusingoxygenwithaphotoredoxcatalystorundercatalystfreeconditions
AT hongborcherng visiblelightinducedcsp3hactivationforaccbondformingreactionof34dihydroquinoxalin21honewithnucleophilesusingoxygenwithaphotoredoxcatalystorundercatalystfreeconditions
AT leegenehsiang visiblelightinducedcsp3hactivationforaccbondformingreactionof34dihydroquinoxalin21honewithnucleophilesusingoxygenwithaphotoredoxcatalystorundercatalystfreeconditions