Copper-catalyzed asymmetric sp(3) C–H arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst

This report describes a highly enantioselective oxidative sp(3) C–H arylation of N-aryltetrahydroisoquinolines (THIQs) through a dual catalysis platform. The combination of the photoredox catalyst, [Ir(ppy)(2)(dtbbpy)]PF(6), and chiral copper catalysts provide a mild and highly effective sp(3) C–H a...

Descripción completa

Detalles Bibliográficos
Autores principales: Querard, Pierre, Perepichka, Inna, Zysman-Colman, Eli, Li, Chao-Jun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238558/
https://www.ncbi.nlm.nih.gov/pubmed/28144334
http://dx.doi.org/10.3762/bjoc.12.260
_version_ 1782495725634977792
author Querard, Pierre
Perepichka, Inna
Zysman-Colman, Eli
Li, Chao-Jun
author_facet Querard, Pierre
Perepichka, Inna
Zysman-Colman, Eli
Li, Chao-Jun
author_sort Querard, Pierre
collection PubMed
description This report describes a highly enantioselective oxidative sp(3) C–H arylation of N-aryltetrahydroisoquinolines (THIQs) through a dual catalysis platform. The combination of the photoredox catalyst, [Ir(ppy)(2)(dtbbpy)]PF(6), and chiral copper catalysts provide a mild and highly effective sp(3) C–H asymmetric arylation of THIQs.
format Online
Article
Text
id pubmed-5238558
institution National Center for Biotechnology Information
language English
publishDate 2016
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-52385582017-01-31 Copper-catalyzed asymmetric sp(3) C–H arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst Querard, Pierre Perepichka, Inna Zysman-Colman, Eli Li, Chao-Jun Beilstein J Org Chem Full Research Paper This report describes a highly enantioselective oxidative sp(3) C–H arylation of N-aryltetrahydroisoquinolines (THIQs) through a dual catalysis platform. The combination of the photoredox catalyst, [Ir(ppy)(2)(dtbbpy)]PF(6), and chiral copper catalysts provide a mild and highly effective sp(3) C–H asymmetric arylation of THIQs. Beilstein-Institut 2016-12-06 /pmc/articles/PMC5238558/ /pubmed/28144334 http://dx.doi.org/10.3762/bjoc.12.260 Text en Copyright © 2016, Querard et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Querard, Pierre
Perepichka, Inna
Zysman-Colman, Eli
Li, Chao-Jun
Copper-catalyzed asymmetric sp(3) C–H arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst
title Copper-catalyzed asymmetric sp(3) C–H arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst
title_full Copper-catalyzed asymmetric sp(3) C–H arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst
title_fullStr Copper-catalyzed asymmetric sp(3) C–H arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst
title_full_unstemmed Copper-catalyzed asymmetric sp(3) C–H arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst
title_short Copper-catalyzed asymmetric sp(3) C–H arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst
title_sort copper-catalyzed asymmetric sp(3) c–h arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238558/
https://www.ncbi.nlm.nih.gov/pubmed/28144334
http://dx.doi.org/10.3762/bjoc.12.260
work_keys_str_mv AT querardpierre coppercatalyzedasymmetricsp3charylationoftetrahydroisoquinolinemediatedbyavisiblelightphotoredoxcatalyst
AT perepichkainna coppercatalyzedasymmetricsp3charylationoftetrahydroisoquinolinemediatedbyavisiblelightphotoredoxcatalyst
AT zysmancolmaneli coppercatalyzedasymmetricsp3charylationoftetrahydroisoquinolinemediatedbyavisiblelightphotoredoxcatalyst
AT lichaojun coppercatalyzedasymmetricsp3charylationoftetrahydroisoquinolinemediatedbyavisiblelightphotoredoxcatalyst

Ejemplares similares