Visible‐Light‐Mediated Copper(I)‐Catalyzed Regiospecific Amino‐Hydroxylation and Amino‐Alkoxylation of Vinyl Arenes

Abstract Aminohydroxylation of alkene is an important method for synthesizing 1,2‐amino alcohols, which are found in natural products, pharmaceutically active compounds, and several marketed drugs. Herein, we report the development of visible‐light mediated copper‐catalyzed aminohydroxylation and aminoalkoxylation of alkenes. In contrast to expensive iridium, ruthenium, or organic‐dyes‐based photocatalysts, this protocol takes advantage of economical copper phenanthroline complex as a photocatalyst for the generation of N ‐centred radical from N ‐amino pyridinium salt. Furthermore, this protocol features mild reaction conditions, a broad substrate scope, and regiospecific.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-09-17
DOI
https://doi.org/10.1002/ejoc.202400996
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.50

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article

Visible‐Light‐Mediated Copper(I)‐Catalyzed Regiospecific Amino‐Hydroxylation and Amino‐Alkoxylation of Vinyl Arenes

Piyush Kant Pandey, Dhandapani Ganapathy, Krishn Kumar, Tiwari Neeraj Brijbhushan et al.
2 citations
European Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.50
article

Visible‐Light‐Mediated Copper(I)‐Catalyzed Regiospecific Amino‐Hydroxylation and Amino‐Alkoxylation of Vinyl Arenes

Piyush Kant Pandey, Dhandapani Ganapathy, Krishn Kumar, Tiwari Neeraj Brijbhushan, Baldau Singh
article en
2 citations

Abstract

Abstract Aminohydroxylation of alkene is an important method for synthesizing 1,2‐amino alcohols, which are found in natural products, pharmaceutically active compounds, and several marketed drugs. Herein, we report the development of visible‐light mediated copper‐catalyzed aminohydroxylation and aminoalkoxylation of alkenes. In contrast to expensive iridium, ruthenium, or organic‐dyes‐based photocatalysts, this protocol takes advantage of economical copper phenanthroline complex as a photocatalyst for the generation of N ‐centred radical from N ‐amino pyridinium salt. Furthermore, this protocol features mild reaction conditions, a broad substrate scope, and regiospecific.

European Journal of Organic ChemistryVol. 28(1)
Indian Institute of Technology Bhilai (IN)
Indian Institute of Technology Bhilai, Science and Engineering Research Board
Clean water and sanitation
Openalex Percentile: Top 39%
Catalytic C–H Functionalization Methods
0.50
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