Visible-Light Photoredox-Catalyzed Direct Decarboxylative Functionalization of α-Keto Acids DOI
Huangbin Sun, Qianfan Zhang, Jie Tang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(20), P. 15225 - 15233

Published: Oct. 8, 2024

A novel and environmentally friendly photocatalytic strategy is presented for generating acyl radicals from benzoylformic acids, which are subsequently trapped by various sulfone-based SOMOphiles. This provides a robust toolkit to access variety of synthetically important functionalized aryl-ketone derivatives, efficiently directly construct acyl–S, acyl–Se, acyl–C, acyl–N bonds. The broad substrate scope, excellent functional group compatibility, mild reaction conditions make this protocol practical attractive.

Language: Английский

Photocatalytic synthesis of polyfluoroalkylated dihydropyrazoles and tetrahydropyridazines DOI

Ling-Li Liu,

Chengli Xiang,

Changduo Pan

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(77), P. 10764 - 10767

Published: Jan. 1, 2024

A photocatalytic trifluoromethylation/cyclization reaction of

Language: Английский

Citations

4
Photoactivation of Thianthrenium Salts: An Electron-Donor–Acceptor (EDA)-Complex Approach DOI

Roshan I. Patel,

Barakha Saxena,

Anuj Sharma

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 14, 2025

Thianthrenium salts have emerged as one of the most versatile reagents, gaining significant popularity within synthetic community for their utility in construction C-C and C-X (X = N, O, S, P, halogens) bonds. The use photoredox transition metal catalysis with thianthrenium C-heteroatom bond formation is well established. However, these methods require elevated temperatures, expensive catalysts, ligands under stringent conditions effective execution. In contrast, photocatalysis- transition-metal-free approaches constructing bonds using salt derivatives become increasingly sought after. this regard, electron-donor-acceptor (EDA)-complex reactions a powerful strategy organic synthesis, eliminating need photocatalysts visible light irradiation. EDA-complex photochemistry exploits electron-acceptor properties salts, facilitating rapid generation radical intermediates via C-S cleavage. These play pivotal role enabling variety valuable formations. Perspective, we highlight advances EDA-complex-mediated involving mechanisms, substrate scope, limitations For sake brevity, article organized into five main sections: (1) Nitrogen-based donor reactions, (2) Oxygen-based (3) Sulfur-based (4) Phosphorus-based (5) π-based focus on C-C, C-S, C-B C-P

Language: Английский

Citations

0
Cascade Reactions of α-Carbonyl Radicals Enabled by Photocatalytic Hydrogen Atom Transfer for the Synthesis of Benzonaphthyridinone Derivatives DOI

Zhike Zhou,

Xian‐Li Ma, Zhanqiang Jian

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: May 27, 2025

A metal-free photocatalytic addition/cyclization of the α-carbonyl radical with N-(2-cyanophenyl)acrylamides has been developed, providing novel benzonaphthyridinone scaffolds in moderate to good yields. Arylsulfonium salt was employed as a hydrogen atom abstractor, which effectively converts various ketones into radicals. This protocol advantages including simple and mild conditions, broad substrate scope, remarkable tolerance toward diverse functional groups.

Language: Английский

Citations

0
Photocatalyst-free Light-Mediated Three-Component Alkoxy-, Hydroxy-, and Azidotrifluoromethylation of Alkenes DOI Creative Commons
Yingmin Ji, Aida Jaafar, Carolina Gimbert‐Suriñach

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6660 - 6665

Published: Jan. 1, 2024

A photocatalyst-free method enables efficient alkene difunctionalization in CF 3 -rich organic environments using accessible starting materials. This protocol is applicable for the synthesis of alkoxy, hydroxy, and azido derivatives.

Language: Английский

Citations

1
Visible Light‐Driven Glycosylation Mediated by Trifluoromethyl Thianthrenium Triflate with Thioglycoside Donors DOI
Guanghui Ni, Ruina Liu, Fei Zou

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 23, 2024

Abstract An efficient photoredox‐catalyzed glycosylation using a p ‐tolyl thioglycoside donor in the presence of trifluoromethyl thianthrenium triflate (TT‐CF 3 + TfO − ) has been investigated. This approach involves generating radical via single electron transfer between TT‐CF and photocatalyst Rose Bengal, thereby activating thioglycosides facilitating glycosylation. method operates under mild reaction conditions tolerates variety functional groups.

Language: Английский

Citations

0
Visible-Light Photoredox-Catalyzed Direct Decarboxylative Functionalization of α-Keto Acids DOI
Huangbin Sun, Qianfan Zhang, Jie Tang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(20), P. 15225 - 15233

Published: Oct. 8, 2024

A novel and environmentally friendly photocatalytic strategy is presented for generating acyl radicals from benzoylformic acids, which are subsequently trapped by various sulfone-based SOMOphiles. This provides a robust toolkit to access variety of synthetically important functionalized aryl-ketone derivatives, efficiently directly construct acyl–S, acyl–Se, acyl–C, acyl–N bonds. The broad substrate scope, excellent functional group compatibility, mild reaction conditions make this protocol practical attractive.

Language: Английский

Citations

0