Selective Alkylarylation Difunctionalization of 1,3-Butadienes via Nickel/Photoredox Dual Catalysis

Photocatalytic multicomponent reactions are at the forefront of organic synthesis. In recent years, the dicarbofunctionalization of olefins has received significant attention, with nickel serving as a key transition metal catalyst under photochemical conditions. However, achieving regioselective 1,4-alkylarylation of dienes with alkyl and aryl bromides remains challenging. In this work, we present a Ni/photoredox dual catalysis approach for the regioselective alkylarylation of dienes, offering a mild reaction that eliminates the need for stochiometric metal reductants. Broad substrate scope and mechanistic investigations are presented that support the proposed reaction mechanism.

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Publication Details

Journal
Organic Letters
Published
2025-05-19
DOI
https://doi.org/10.1021/acs.orglett.5c01518
Citations
3
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
2.81

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article

Selective Alkylarylation Difunctionalization of 1,3-Butadienes via Nickel/Photoredox Dual Catalysis

Krishnamoorthy Muralirajan, Aidana Gimnkhan, Rajesh Kancherla, Magnus Rueping
3 citations
Organic Letters
Radical Photochemical Reactions
2.81
article

Selective Alkylarylation Difunctionalization of 1,3-Butadienes via Nickel/Photoredox Dual Catalysis

Krishnamoorthy Muralirajan, Aidana Gimnkhan, Rajesh Kancherla, Magnus Rueping
article en
3 citations

Abstract

Photocatalytic multicomponent reactions are at the forefront of organic synthesis. In recent years, the dicarbofunctionalization of olefins has received significant attention, with nickel serving as a key transition metal catalyst under photochemical conditions. However, achieving regioselective 1,4-alkylarylation of dienes with alkyl and aryl bromides remains challenging. In this work, we present a Ni/photoredox dual catalysis approach for the regioselective alkylarylation of dienes, offering a mild reaction that eliminates the need for stochiometric metal reductants. Broad substrate scope and mechanistic investigations are presented that support the proposed reaction mechanism.

Organic LettersVol. 27(21)
King Abdullah University of Science and Technology (SA)
King Abdullah University of Science and Technology
Openalex Percentile: Top 11%
Radical Photochemical Reactions
2.81
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