Catalytic Aldehyde–Alkyne Couplings Triggered by Ketyl Radicals DOI Creative Commons

Zhi-Xi Xing,

Shu-sheng Chen, Huan‐Ming Huang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(46), С. 9949 - 9954

Опубликована: Ноя. 8, 2024

A general and flexible platform for catalytic aldehyde-alkyne couplings triggered by ketyl radicals is described. This open-shell strategy necessitates only a quantity of photoredox catalyst, along with Hünig's base (DIPEA) as halogen atom transfer reagent. The reaction proceeds through sequential steps involving activation, transfer, radical addition. carbonyl-alkyne coupling exhibits wide substrate scope functional group compatibility has been successfully applied to the late-stage modification complex architectures.

Язык: Английский

Combination of photocatalytic proton-coupled electron transfer and spin-center shift: direct C-H benzylation of N-heteroarenes with benzaldehydes in continuous-flow DOI

Jia-Cheng Hou,

Jun Jiang,

Hui Dai

и другие.

Science China Chemistry, Год журнала: 2025, Номер 68(5), С. 1945 - 1951

Опубликована: Фев. 24, 2025

Язык: Английский

Процитировано

2

Aldehyde–Olefin Couplings Via Sulfoxylate-Mediated Oxidative Generation of Ketyl Radical Anions DOI Creative Commons
Zhihang Li,

Joseph A. Tate,

Adam Noble

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер unknown

Опубликована: Сен. 20, 2024

Ketyl radicals are valuable reactive intermediates because they allow carbonyl chemistry to be extended beyond traditional electrophilic reactivity through simple single-electron reduction a nucleophilic radical. However, this pathway is challenging due the large negative potentials of carbonyls, thus requiring highly reducing conditions. Herein, we describe development an alternative strategy access ketyl from aldehydes, which avoids by instead proceeding via oxidation and desulfination α-hydroxy sulfinates. These redox-active aldehyde adducts generated

Язык: Английский

Процитировано

4

Successors of SmI2: Next Generation Metal, Photo and Electro‐Catalysis for Reductive Organic Synthesis DOI
Samarpita Senapati,

Subhendu Jena,

Manwar Box

и другие.

European Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 18, 2025

Abstract Electron transfer plays a pivotal role in generating radical intermediates which are pillars of constructing complex molecular structure. Since the introduction by Kagan, SmI 2 played key single electron mediated reductive transformations. Despite significant applications high profile synthesis natural products, usage was discoursed due to weight reagent, less solubility and most importantly stoichiometric nature reactions. Recent years have witnessed renaissance photo‐and electro‐catalytic reactions more sustainable nature. A handful these showed potential replace as greener alternative. This prospective article aims demonstrate reducing systems use .

Язык: Английский

Процитировано

0

Three-component alkenylcarboxylation of two distinct alkenes with CO2 via photoinduced palladium catalysis DOI
Jie Zhou,

Luping Hu,

Rui Wang

и другие.

Chinese Chemical Letters, Год журнала: 2025, Номер unknown, С. 111304 - 111304

Опубликована: Май 1, 2025

Язык: Английский

Процитировано

0

Catalytic Aldehyde–Alkyne Couplings Triggered by Ketyl Radicals DOI Creative Commons

Zhi-Xi Xing,

Shu-sheng Chen, Huan‐Ming Huang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(46), С. 9949 - 9954

Опубликована: Ноя. 8, 2024

A general and flexible platform for catalytic aldehyde-alkyne couplings triggered by ketyl radicals is described. This open-shell strategy necessitates only a quantity of photoredox catalyst, along with Hünig's base (DIPEA) as halogen atom transfer reagent. The reaction proceeds through sequential steps involving activation, transfer, radical addition. carbonyl-alkyne coupling exhibits wide substrate scope functional group compatibility has been successfully applied to the late-stage modification complex architectures.

Язык: Английский

Процитировано

1