Photosensitized Energy-Transfer-Mediated Aminoformylation of Alkenes

β-Amino aldehydes, in addition to being biologically relevant, serve as potential entry points to γ-amino alcohols and β-amino acids. While formylation of alkenes has been explored in both conventional and photochemical realms, there are no dedicated reagents that can incorporate amine and aldehyde simultaneously. This work demonstrates the development and application of an oxime ester reagent derived from glyoxylic acid acetal that, under photosensitized energy transfer conditions, delivers iminyl and acetal fragments onto alkenes via a diradical mode, leading to β-amino aldehydes.

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Publication Details

Journal
Organic Letters
Published
2025-07-14
DOI
https://doi.org/10.1021/acs.orglett.5c02306
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
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article

Photosensitized Energy-Transfer-Mediated Aminoformylation of Alkenes

Soumitra Maity, Saradindu Debnath, Santanu Maity, Partha Pratim Mondal
Organic Letters
Asymmetric Hydrogenation and Catalysis
article

Photosensitized Energy-Transfer-Mediated Aminoformylation of Alkenes

Soumitra Maity, Saradindu Debnath, Santanu Maity, Partha Pratim Mondal
article en

Abstract

β-Amino aldehydes, in addition to being biologically relevant, serve as potential entry points to γ-amino alcohols and β-amino acids. While formylation of alkenes has been explored in both conventional and photochemical realms, there are no dedicated reagents that can incorporate amine and aldehyde simultaneously. This work demonstrates the development and application of an oxime ester reagent derived from glyoxylic acid acetal that, under photosensitized energy transfer conditions, delivers iminyl and acetal fragments onto alkenes via a diradical mode, leading to β-amino aldehydes.

Organic LettersVol. 27(29)
Indian Institute of Technology Dhanbad (IN)
Affordable and clean energy
Openalex Percentile: Top 86%
Asymmetric Hydrogenation and Catalysis
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