BROWSE

Related Scientist

Researcher

분자활성 촉매반응 연구단
분자활성 촉매반응 연구단
more info

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

Cited 0 time in webofscience Cited 0 time in scopus
32 Viewed 5 Downloaded
Title
Visible light induced alkene aminopyridylation using N-aminopyridinium salts as bifunctional reagents
Author(s)
Yonghoon Moon; Bohyun Park; Inwon Kim; Gyumin Kang; Sanghoon Shin; Dahye Kang; Mu-Hyun Baik; Sungwoo Hong
Publication Date
2019-11
Journal
NATURE COMMUNICATIONS, v.10, no.1, pp.4117 -
Publisher
NATURE PUBLISHING GROUP
Abstract
The development of intermolecular alkene aminopyridylation has great potential for quickly increasing molecular complexity with two valuable groups. Here we report a strategy for the photocatalytic aminopyridylation of alkenes using a variety of N-aminopyridinium salts as both aminating and pyridylating reagents. Using Eosin Y as a photocatalyst, amino and pyridyl groups are simultaneously incorporated into alkenes, affording synthetically useful aminoethyl pyridine derivatives under mild reaction conditions. Remarkably, the C4-regioselectivity in radical trapping with N-aminopyridinium salt can be controlled by electrostatic interaction between the pyridinium nitrogen and sulfonyl group of β-amino radical. This transformation is characterized by a broad substrate scope, good functional group compatibility, and the utility of this transformation was further demonstrated by late-stage functionalization of complex biorelevant molecules. Combining experiments and DFT calculations on the mechanism of the reaction is investigated to propose a complete mechanism and regioselectivity. © The Author(s) 2019
URI
https://pr.ibs.re.kr/handle/8788114/6816
ISSN
2041-1723
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
Files in This Item:
s41467-019-12216-3.pdfDownload

qrcode

  • facebook

    twitter

  • Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.
해당 아이템을 이메일로 공유하기 원하시면 인증을 거치시기 바랍니다.

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.

Browse