Oxime‐Ether Group Transfer to Unpolarized C(sp3)─H Bonds via Light‐Induced HAT Catalysis

In this study, we demonstrate an effective method for the direct conversion of alkane chemical feedstocks to valuable oxime-ethers through the functionalization of unpolarized C(sp<sup>3</sup>)─H bonds using light-induced HAT-catalysis. The process operates at room temperature, utilizing low catalyst loading (ppm level) and a reduced substrate-to-reagent ratio. Notably, the reaction can also be performed in sunlight, which makes the process further attractive toward sustainable synthesis of functionalized oxime-ethers. The process displays a broad substrate scope, rendering desired products with up to 90% yields. The reaction is shown to be scalable. Through a series of mechanistic control studies, a radical reaction pathway featuring HAT-induced C─H functionalization is implicated in the process.

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Journal
Chemistry - An Asian Journal
Published
2025-05-29
DOI
https://doi.org/10.1002/asia.202500068
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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0.00

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article

Oxime‐Ether Group Transfer to Unpolarized C(sp3)─H Bonds via Light‐Induced HAT Catalysis

Jayanta Dey, Nayan Banerjee, Joyram Guin
Chemistry - An Asian Journal
Catalytic C–H Functionalization Methods
article

Oxime‐Ether Group Transfer to Unpolarized C(sp3)─H Bonds via Light‐Induced HAT Catalysis

Jayanta Dey, Nayan Banerjee, Joyram Guin
article en

Abstract

In this study, we demonstrate an effective method for the direct conversion of alkane chemical feedstocks to valuable oxime-ethers through the functionalization of unpolarized C(sp<sup>3</sup>)─H bonds using light-induced HAT-catalysis. The process operates at room temperature, utilizing low catalyst loading (ppm level) and a reduced substrate-to-reagent ratio. Notably, the reaction can also be performed in sunlight, which makes the process further attractive toward sustainable synthesis of functionalized oxime-ethers. The process displays a broad substrate scope, rendering desired products with up to 90% yields. The reaction is shown to be scalable. Through a series of mechanistic control studies, a radical reaction pathway featuring HAT-induced C─H functionalization is implicated in the process.

Chemistry - An Asian JournalVol. 20(16)
Indian Association for the Cultivation of Science (IN)
Science and Engineering Research Board
Responsible consumption and production
Openalex Percentile: Top 91%
Catalytic C–H Functionalization Methods
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Oxime‐Ether Group Transfer to Unpolarized C(sp3)─H Bonds via Light‐Induced HAT Catalysis — Jayanta Dey, Nayan Banerjee, et al. · Chemistry - An Asian Journal (2025) | TGRS Research Map | TGRS