Visible light photoredox-catalysed intermolecular radical addition of α-halo amides to olefins

Masaki Nakajima; Quentin Lefebvre; Magnus Rueping

doi:10.1039/c4cc00753k

Visible light photoredox-catalysed intermolecular radical addition of α-halo amides to olefins

Masaki Nakajima, Quentin Lefebvre, Magnus Rueping^*

^*Corresponding author for this work

Physical Sciences and Engineering

Research output: Contribution to journal › Article › peer-review

66 Scopus citations

Abstract

We present α-chloro amides as a new class of α-acetyl radical precursors, which undergo a tin-free, photoredox-catalysed intermolecular α-alkylation with various olefins exclusively in an anti-Markovnikov fashion. The reaction represents a reductive atom transfer radical addition (ATRA) and provides a series of alkylated amides in good yields. This journal is

Original language	English (US)
Pages (from-to)	3619-3622
Number of pages	4
Journal	Chemical Communications
Volume	50
Issue number	27
DOIs	https://doi.org/10.1039/c4cc00753k
State	Published - Apr 7 2014

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

Access to Document

10.1039/c4cc00753k

Cite this

@article{d445f42ddc40418187d70c41499a7b0b,

title = "Visible light photoredox-catalysed intermolecular radical addition of α-halo amides to olefins",

abstract = "We present α-chloro amides as a new class of α-acetyl radical precursors, which undergo a tin-free, photoredox-catalysed intermolecular α-alkylation with various olefins exclusively in an anti-Markovnikov fashion. The reaction represents a reductive atom transfer radical addition (ATRA) and provides a series of alkylated amides in good yields. This journal is",

author = "Masaki Nakajima and Quentin Lefebvre and Magnus Rueping",

year = "2014",

month = apr,

day = "7",

doi = "10.1039/c4cc00753k",

language = "English (US)",

volume = "50",

pages = "3619--3622",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "ROYAL SOC CHEMISTRY",

number = "27",

}

TY - JOUR

T1 - Visible light photoredox-catalysed intermolecular radical addition of α-halo amides to olefins

AU - Nakajima, Masaki

AU - Lefebvre, Quentin

AU - Rueping, Magnus

PY - 2014/4/7

Y1 - 2014/4/7

N2 - We present α-chloro amides as a new class of α-acetyl radical precursors, which undergo a tin-free, photoredox-catalysed intermolecular α-alkylation with various olefins exclusively in an anti-Markovnikov fashion. The reaction represents a reductive atom transfer radical addition (ATRA) and provides a series of alkylated amides in good yields. This journal is

AB - We present α-chloro amides as a new class of α-acetyl radical precursors, which undergo a tin-free, photoredox-catalysed intermolecular α-alkylation with various olefins exclusively in an anti-Markovnikov fashion. The reaction represents a reductive atom transfer radical addition (ATRA) and provides a series of alkylated amides in good yields. This journal is

UR - http://www.scopus.com/inward/record.url?scp=84896775025&partnerID=8YFLogxK

U2 - 10.1039/c4cc00753k

DO - 10.1039/c4cc00753k

M3 - Article

AN - SCOPUS:84896775025

SN - 1359-7345

VL - 50

SP - 3619

EP - 3622

JO - Chemical Communications

JF - Chemical Communications

IS - 27

ER -

Visible light photoredox-catalysed intermolecular radical addition of α-halo amides to olefins

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this