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·2025
Regioselective Formal β-C(sp<sup>3</sup>)–H Amidation of Ketones by Merging Photocatalysis and Ni-Nitrenoid Transfer
Hyeyun Keum, Harin Ryoo, Dongwook Kim, Sukbok Chang
IF 5Organic Letters
초록

β-Amino carbonyls are synthetically valuable scaffolds that are prevalent in bioactive molecules and pharmaceuticals, yet efficient and selective methods for their synthesis remain underdeveloped. Disclosed herein is a dual photoredox/nickel-catalyzed platform for the formal β-C(sp<sup>3</sup>)-H amidation of ketones to access β-amido ketones. The method enables the regioselective β-amidation of both cyclic and linear ketones under mild conditions, employing silyl enol ethers and dioxazolones as readily available coupling partners. Mechanistic studies support the involvement of a photogenerated allylic carbon radical, which engages with Ni-nitrenoid species to facilitate C(sp<sup>3</sup>)-N bond formation.

키워드
RegioselectivityAllylic rearrangementEnolSilylationPhotocatalysisMoleculeFormal synthesisEnol etherCatalysis
타입
article
IF / 인용수
5 / 1
게재 연도
2025