Ligand-Enabled Palladium-Catalyzed β-C(sp<sup>3</sup>)–H Biarylation of Native Amides with Cyclic Diaryliodonium Salts

Herein, we report a Pd-catalyzed β-C(sp<sup>3</sup>)-H biarylation of native amides using diaryliodonium salts. A pyridine-3-sulfonic acid ligand that might stabilize the substrate-bound palladium species was found to be essential for high catalytic activity. The reaction displayed a broad scope and showed excellent compatibility with diverse cyclic diaryliodonium salts and amide substrates. The retained iodo functionality on the product provides a versatile handle for further increasing molecular complexity.

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Publication Details

Journal
Organic Letters
Published
2025-05-02
DOI
https://doi.org/10.1021/acs.orglett.5c01313
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.94

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article

Ligand-Enabled Palladium-Catalyzed β-C(sp3)–H Biarylation of Native Amides with Cyclic Diaryliodonium Salts

Biplab Maji, Animesh Das, Mohit Chotia
1 citations
Organic Letters
Catalytic C–H Functionalization Methods
0.94
article

Ligand-Enabled Palladium-Catalyzed β-C(sp3)–H Biarylation of Native Amides with Cyclic Diaryliodonium Salts

Biplab Maji, Animesh Das, Mohit Chotia
article en
1 citations

Abstract

Herein, we report a Pd-catalyzed β-C(sp<sup>3</sup>)-H biarylation of native amides using diaryliodonium salts. A pyridine-3-sulfonic acid ligand that might stabilize the substrate-bound palladium species was found to be essential for high catalytic activity. The reaction displayed a broad scope and showed excellent compatibility with diverse cyclic diaryliodonium salts and amide substrates. The retained iodo functionality on the product provides a versatile handle for further increasing molecular complexity.

Organic LettersVol. 27(19)
Indian Institute of Science Education and Research Kolkata (IN)
Indian Institute of Science Education and Research Kolkata, Science and Engineering Research Board
Openalex Percentile: Top 26%
Catalytic C–H Functionalization Methods
0.94
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