Nickel-Catalyzed C(sp<sup>3</sup>)–C(sp<sup>3</sup>) Cross-Coupling of Carboxamides and Unactivated Alkyl Iodides

The construction of C(sp<sup>3</sup>)-C(sp<sup>3</sup>) bonds through cross-coupling reactions of unactivated alkyl halides and C-radical precursors presents a significant challenge in organic synthesis. Herein, we report a strategy for the formation of C(sp<sup>3</sup>)-C(sp<sup>3</sup>) bonds using alkyl halides as alkylation reagents via the 1,5-hydrogen atom transfer (HAT) process. The reactions proceed under mild conditions, demonstrating a remarkable tolerance for a diverse array of functional groups. This method possesses the potential to expand new pathways in organic synthesis.

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Journal
The Journal of Organic Chemistry
Published
2025-05-22
DOI
https://doi.org/10.1021/acs.joc.5c00572
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

Nickel-Catalyzed C(sp3)–C(sp3) Cross-Coupling of Carboxamides and Unactivated Alkyl Iodides

Rui-Qiang Jiao, Xi Chen, Tian Ding, Guohua Ren et al.
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Nickel-Catalyzed C(sp3)–C(sp3) Cross-Coupling of Carboxamides and Unactivated Alkyl Iodides

Rui-Qiang Jiao, Xi Chen, Tian Ding, Guohua Ren, Xue‐Yuan Liu, Haochen Li
article en

Abstract

The construction of C(sp<sup>3</sup>)-C(sp<sup>3</sup>) bonds through cross-coupling reactions of unactivated alkyl halides and C-radical precursors presents a significant challenge in organic synthesis. Herein, we report a strategy for the formation of C(sp<sup>3</sup>)-C(sp<sup>3</sup>) bonds using alkyl halides as alkylation reagents via the 1,5-hydrogen atom transfer (HAT) process. The reactions proceed under mild conditions, demonstrating a remarkable tolerance for a diverse array of functional groups. This method possesses the potential to expand new pathways in organic synthesis.

The Journal of Organic ChemistryVol. 90(22)
Lanzhou University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 91%
Catalytic C–H Functionalization Methods
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