Visible‐Light Photoredox‐Catalyzed Trifunctionalization of Unactivated Alkenes via Diamidation and Cyano Migration

Abstract A visible‐light‐promoted, nitrogen‐centered radical‐initiated trifunctionalization of 5‐hexenonitriles via diamidation and 1,4‐cyano migration, using 1 mol% fac ‐Ir(ppy) 3 as the photoredox catalyst, is reported. In this protocol, the O ‐acylhydroxylamine derivative acts as a bifunctional reagent, and the carbonitrile solvent also participates in the reaction. This transformation proceeds at room temperature, yielding a wide range of functionalized β‐amino nitriles, including the derivatives of natural products and pharmaceuticals.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2024-10-04
DOI
https://doi.org/10.1002/adsc.202400987
Citations
5
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
1.25
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article

Visible‐Light Photoredox‐Catalyzed Trifunctionalization of Unactivated Alkenes via Diamidation and Cyano Migration

Srirama Murthy Akondi, Abuthayir Mohamathu Ghouse, Bathula Maheswari
5 citations
Advanced Synthesis & Catalysis
Radical Photochemical Reactions
1.25
article

Visible‐Light Photoredox‐Catalyzed Trifunctionalization of Unactivated Alkenes via Diamidation and Cyano Migration

Srirama Murthy Akondi, Abuthayir Mohamathu Ghouse, Bathula Maheswari
article en
5 citations

Abstract

Abstract A visible‐light‐promoted, nitrogen‐centered radical‐initiated trifunctionalization of 5‐hexenonitriles via diamidation and 1,4‐cyano migration, using 1 mol% fac ‐Ir(ppy) 3 as the photoredox catalyst, is reported. In this protocol, the O ‐acylhydroxylamine derivative acts as a bifunctional reagent, and the carbonitrile solvent also participates in the reaction. This transformation proceeds at room temperature, yielding a wide range of functionalized β‐amino nitriles, including the derivatives of natural products and pharmaceuticals.

Advanced Synthesis & CatalysisVol. 367(1)
Indian Institute of Chemical Technology (IN), Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 22%
Radical Photochemical Reactions
1.25
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