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

Li-Min Feng,

Shuai Liu,

Yuan‐Hong Tu

et al.

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

Photoredox/NHC cooperative catalysis for alkylacylation of styrenes: An alternative method for the synthesis of γ-aminoketones DOI

Ke-Yang Yu,

Fu Cheng,

Dong-Sen Duan

et al.

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: 156, P. 155450 - 155450

Published: Jan. 8, 2025

Language: Английский

Citations

1
Unlocking the Power of Acyl Fluorides: A Comprehensive Guide to Synthesis and Properties DOI
Clémence Bonnefoy, Adrien Gallego, Clément Delobel

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(18)

Published: March 6, 2024

Abstract Acyl fluorides have emerged as versatile reagents in various synthetic endeavors, offering a range of advantages over their counterparts, acyl chlorides. This study delves into the properties and reactivity fluorides, particularly reaction with amines alcohols, to elucidate distinct characteristics. We also introduce facile practical synthesis from stable solution CF 3 O − salt. Additionally, we establish an efficient one‐pot process for direct preparation amides or esters corresponding acids showcasing remarkable efficiency these transformations.

Language: Английский

Citations

5
Photoinduced Ring‐Opening Functionalization of α‐Imino‐Oxy Acids and Alkanols Enabled by Phthalate‐Derived Proton‐Coupled Electron Transfer Mediator DOI
Chao Tian, Lei Shi

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 12, 2025

Comprehensive Summary A dual catalytic manifold that combines photoredox catalysis and phthalate‐catalyzed hydrogen‐atom abstraction process has been developed to realize diverse fragmentation‐functionalization reactions. Key success is photocatalytic generation of tether‐tunable distonic radical anions (TDRAs) as proton‐coupled electron transfer mediators, enabling polarity‐matching‐based formation heteroatom‐centered radicals allows for further controlled exploration chemical space via C–C β ‐scission. These reactions feature exceptionally broad substrate generality, gram‐scale synthesis, potential biocompatibility late‐stage modification complex molecules, while obviating the use stoichiometric often unsafe peroxides in our previous studies. Mechanistic studies support a redox‐neutral relay pathway enabled by situ ‐generated, TDRAs.

Language: Английский

Citations

0
Radical Deoxygenative Three-Component Reaction of Alcohols, Aryl Alkenes, and Cyanopyridines DOI

Li-Min Feng,

Shuai Liu,

Yuan‐Hong Tu

et al.

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

Citations

1