Direct β-C(sp <sup>3</sup> )–H Functionalization to Carbonyls: A Route to Aldehydic Acid Derivatives

We describe a general strategy for C═O bond formation through palladium-catalyzed β-C(sp<sup>3</sup>)-H functionalization using sulfoximine as a neutral directing group. This method enables chemoselective oxidation of inert β-C(sp<sup>3</sup>)-H bonds to aldehydes with 2-nitro-iodylbenzene as an exclusive oxidant and oxygen source. The cooperative effect of the directing group and ligand ensures high selectivity. This strategy exhibits broad functional group tolerance and can be used to advance complex molecule development.

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Publication Details

Journal
Organic Letters
Published
2026-02-23
DOI
https://doi.org/10.1021/acs.orglett.5c04857
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Direct β-C(sp 3 )–H Functionalization to Carbonyls: A Route to Aldehydic Acid Derivatives

Koneti Kondalarao, Akhila K. Sahoo, Matteda Priyanka
Organic Letters
Catalytic C–H Functionalization Methods
article

Direct β-C(sp 3 )–H Functionalization to Carbonyls: A Route to Aldehydic Acid Derivatives

Koneti Kondalarao, Akhila K. Sahoo, Matteda Priyanka
article en

Abstract

We describe a general strategy for C═O bond formation through palladium-catalyzed β-C(sp<sup>3</sup>)-H functionalization using sulfoximine as a neutral directing group. This method enables chemoselective oxidation of inert β-C(sp<sup>3</sup>)-H bonds to aldehydes with 2-nitro-iodylbenzene as an exclusive oxidant and oxygen source. The cooperative effect of the directing group and ligand ensures high selectivity. This strategy exhibits broad functional group tolerance and can be used to advance complex molecule development.

Organic LettersVol. 28(9)
University of Hyderabad (IN)
Openalex Percentile: Top 45%
Catalytic C–H Functionalization Methods
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