Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents

A key difficulty to overcome in pyridinium salts functionalization is the regioselectivity at the two competing C2 and C4 sites. Here, the authors show bifunctional N-aminopyridinium salts reagents delivering both the aminyl radical and the pyridyl group to an olefin with C4-pyridyl regioselectivity...

Full description

Bibliographic Details
Main Authors: Yonghoon Moon, Bohyun Park, Inwon Kim, Gyumin Kang, Sanghoon Shin, Dahye Kang, Mu-Hyun Baik, Sungwoo Hong
Format: Article
Language:English
Published: Nature Portfolio 2019-09-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-019-12216-3
_version_ 1818991326766563328
author Yonghoon Moon
Bohyun Park
Inwon Kim
Gyumin Kang
Sanghoon Shin
Dahye Kang
Mu-Hyun Baik
Sungwoo Hong
author_facet Yonghoon Moon
Bohyun Park
Inwon Kim
Gyumin Kang
Sanghoon Shin
Dahye Kang
Mu-Hyun Baik
Sungwoo Hong
author_sort Yonghoon Moon
collection DOAJ
description A key difficulty to overcome in pyridinium salts functionalization is the regioselectivity at the two competing C2 and C4 sites. Here, the authors show bifunctional N-aminopyridinium salts reagents delivering both the aminyl radical and the pyridyl group to an olefin with C4-pyridyl regioselectivity.
first_indexed 2024-12-20T20:08:30Z
format Article
id doaj.art-0dbe2b05121842239e7518e52f4af4ba
institution Directory Open Access Journal
issn 2041-1723
language English
last_indexed 2024-12-20T20:08:30Z
publishDate 2019-09-01
publisher Nature Portfolio
record_format Article
series Nature Communications
spelling doaj.art-0dbe2b05121842239e7518e52f4af4ba2022-12-21T19:27:53ZengNature PortfolioNature Communications2041-17232019-09-011011910.1038/s41467-019-12216-3Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagentsYonghoon Moon0Bohyun Park1Inwon Kim2Gyumin Kang3Sanghoon Shin4Dahye Kang5Mu-Hyun Baik6Sungwoo Hong7Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST)Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST)Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST)Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST)Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST)Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST)Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST)Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST)A key difficulty to overcome in pyridinium salts functionalization is the regioselectivity at the two competing C2 and C4 sites. Here, the authors show bifunctional N-aminopyridinium salts reagents delivering both the aminyl radical and the pyridyl group to an olefin with C4-pyridyl regioselectivity.https://doi.org/10.1038/s41467-019-12216-3
spellingShingle Yonghoon Moon
Bohyun Park
Inwon Kim
Gyumin Kang
Sanghoon Shin
Dahye Kang
Mu-Hyun Baik
Sungwoo Hong
Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents
Nature Communications
title Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents
title_full Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents
title_fullStr Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents
title_full_unstemmed Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents
title_short Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents
title_sort visible light induced alkene aminopyridylation using n aminopyridinium salts as bifunctional reagents
url https://doi.org/10.1038/s41467-019-12216-3
work_keys_str_mv AT yonghoonmoon visiblelightinducedalkeneaminopyridylationusingnaminopyridiniumsaltsasbifunctionalreagents
AT bohyunpark visiblelightinducedalkeneaminopyridylationusingnaminopyridiniumsaltsasbifunctionalreagents
AT inwonkim visiblelightinducedalkeneaminopyridylationusingnaminopyridiniumsaltsasbifunctionalreagents
AT gyuminkang visiblelightinducedalkeneaminopyridylationusingnaminopyridiniumsaltsasbifunctionalreagents
AT sanghoonshin visiblelightinducedalkeneaminopyridylationusingnaminopyridiniumsaltsasbifunctionalreagents
AT dahyekang visiblelightinducedalkeneaminopyridylationusingnaminopyridiniumsaltsasbifunctionalreagents
AT muhyunbaik visiblelightinducedalkeneaminopyridylationusingnaminopyridiniumsaltsasbifunctionalreagents
AT sungwoohong visiblelightinducedalkeneaminopyridylationusingnaminopyridiniumsaltsasbifunctionalreagents