Allylic C(sp(3))–H alkylation via synergistic organo- and photoredox catalyzed radical addition to imines

A new catalytic method for the direct alkylation of allylic C(sp(3))–H bonds from unactivated alkenes via synergistic organo- and photoredox catalysis is described. The transformation achieves an efficient, redox-neutral synthesis of homoallylamines with broad functional group tolerance, under very...

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Detalles Bibliográficos
Autores principales: Jia, Jiaqi, Kancherla, Rajesh, Rueping, Magnus, Huang, Long
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8159244/
https://www.ncbi.nlm.nih.gov/pubmed/34122952
http://dx.doi.org/10.1039/d0sc00819b
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author Jia, Jiaqi
Kancherla, Rajesh
Rueping, Magnus
Huang, Long
author_facet Jia, Jiaqi
Kancherla, Rajesh
Rueping, Magnus
Huang, Long
author_sort Jia, Jiaqi
collection PubMed
description A new catalytic method for the direct alkylation of allylic C(sp(3))–H bonds from unactivated alkenes via synergistic organo- and photoredox catalysis is described. The transformation achieves an efficient, redox-neutral synthesis of homoallylamines with broad functional group tolerance, under very mild reaction conditions. Mechanistic investigations indicate that the reaction proceeds through the N-centered radical intermediate which is generated by the allylic radical addition to the imine.
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spelling pubmed-81592442021-06-11 Allylic C(sp(3))–H alkylation via synergistic organo- and photoredox catalyzed radical addition to imines Jia, Jiaqi Kancherla, Rajesh Rueping, Magnus Huang, Long Chem Sci Chemistry A new catalytic method for the direct alkylation of allylic C(sp(3))–H bonds from unactivated alkenes via synergistic organo- and photoredox catalysis is described. The transformation achieves an efficient, redox-neutral synthesis of homoallylamines with broad functional group tolerance, under very mild reaction conditions. Mechanistic investigations indicate that the reaction proceeds through the N-centered radical intermediate which is generated by the allylic radical addition to the imine. The Royal Society of Chemistry 2020-04-30 /pmc/articles/PMC8159244/ /pubmed/34122952 http://dx.doi.org/10.1039/d0sc00819b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Jia, Jiaqi
Kancherla, Rajesh
Rueping, Magnus
Huang, Long
Allylic C(sp(3))–H alkylation via synergistic organo- and photoredox catalyzed radical addition to imines
title Allylic C(sp(3))–H alkylation via synergistic organo- and photoredox catalyzed radical addition to imines
title_full Allylic C(sp(3))–H alkylation via synergistic organo- and photoredox catalyzed radical addition to imines
title_fullStr Allylic C(sp(3))–H alkylation via synergistic organo- and photoredox catalyzed radical addition to imines
title_full_unstemmed Allylic C(sp(3))–H alkylation via synergistic organo- and photoredox catalyzed radical addition to imines
title_short Allylic C(sp(3))–H alkylation via synergistic organo- and photoredox catalyzed radical addition to imines
title_sort allylic c(sp(3))–h alkylation via synergistic organo- and photoredox catalyzed radical addition to imines
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8159244/
https://www.ncbi.nlm.nih.gov/pubmed/34122952
http://dx.doi.org/10.1039/d0sc00819b
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AT ruepingmagnus allyliccsp3halkylationviasynergisticorganoandphotoredoxcatalyzedradicaladditiontoimines
AT huanglong allyliccsp3halkylationviasynergisticorganoandphotoredoxcatalyzedradicaladditiontoimines

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