Visible-Light-Promoted Deoxygenative Alkylation of Quinoxalin-2(1H)-ones with Activated Alcohols

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(9), P. 6334 - 6344

Published: April 15, 2024

A one-pot strategy for deoxygenative alkylation of alcohols with quinoxalin-2(1H)-ones was developed by using xanthate salts as alcohol-activating groups radical generation in the presence tricyclohexylphosphine under visible-light-promoted conditions. The remarkable features this reaction include a broad substrate scope, excellent functional group tolerance, mild conditions, and simple operation. Moreover, synthetic utility validated success two-step reactions, scale-up synthesis, chemoselective monodeoxygenation diols.

Language: Английский

Visible-light-induced radical-cascade alkylation/cyclization of acrylamides: Access to 3,3-dialkylated oxindoles

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A visible-light-induced deoxygenative alkylation/cyclization of acrylamides with alcohols activated by CS 2 has been developed using xanthate salts as alkyl radical precursors in the presence tricyclohexylphosphine.

Language: Английский

Radical Deoxygenative Three-Component Reaction of Alcohols, Aryl Alkenes, and Cyanopyridines

Organic Letters, Journal Year: 2024, Volume and Issue: 26(29), P. 6225 - 6229

Published: July 15, 2024

We report herein a deoxygenative radical multicomponent reaction involving alcohols, aryl alkenes, and cyanopyridine under photoredox conditions. This method is photoredox-neutral, suitable for late-stage modification, compatible with wide array of alcohols as alkyl sources, including primary, secondary, tertiary alcohols. comprises relay mechanism encompassing the Giese addition alkenes by radicals, followed decyanative pyridination benzyl radicals.

Language: Английский