Halogen Bonding Promoted Photoinduced Synthesis of 3,3-Disubstituted Oxindoles DOI

Kun‐Quan Chen,

Jia Zhang,

Xiaobo Chen

et al.

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

Published: April 24, 2025

A photoinduced and catalyst-free radical cyclization process for the synthesis of 3,3-disubstituted oxindoles is reported. This method utilizes readily available α-bromoanilides as substrates, showcasing a broad substrate scope. The reaction mechanism facilitated by photoactivated charge transfer complex based on halogen bonding α-bromoanilide with TMG alcohol.

Language: Английский

NHPI-Mediated FeTiO3-Photocatalyzed Semiheterogeneous Decarboxylative Acylarylation of Acrylamides with α-Oxocarboxylic Acids under Nitrogen DOI

Zhilin Wu,

Juntao Liu,

Ri-Wei Zhou

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(17), P. 12693 - 12700

Published: Aug. 26, 2024

FeTiO3 has emerged as an interesting semiconductor photocatalyst in organic synthesis. We herein describe a visible-light-induced semiheterogeneous strategy for the synthesis of 3-(2-oxoethyl)indolin-2-ones with moderate to good yields and functional group compatibility using recyclable NHPI redox catalyst.

Language: Английский

Citations

3

Merging Iron-Mediated Radical Ligand Transfer (RLT) Catalysis and Mechanochemistry for Facile Dihalogenation of Alkenes DOI
Subrata Patra,

Vasiliki Valsamidou,

Bhargav N. Nandasana

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 13747 - 13758

Published: Aug. 30, 2024

With the growing emphasis on cost- and atom-economical chemical synthesis, mechanochemistry has attracted considerable attention for providing environmentally friendly alternatives to traditional solvent-based organic transformations. Herein, we demonstrate use of facilitate alkene dihalogenation via iron-mediated radical ligand transfer (RLT) catalysis, producing diverse vicinal dichloro, dibromo, bromochloro molecules. The method is characterized by its simplicity, rapid reaction time, high chemo- regioselectivity, broad functional group tolerance, accommodating both activated unactivated alkenes alkynes. Mechanistic insights suggest nature these processes, underscoring effectiveness mechanochemically driven RLT catalysis modular functionalization unsaturated hydrocarbons.

Language: Английский

Citations

3

Process optimizations for the synthesis of an intermediate of dydrogesterone DOI Creative Commons
Zhong-Yue Wang, Yuan Wang,

Shaoxiong Jing

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(10), P. 7656 - 7662

Published: Jan. 1, 2025

This works develops an efficient three-step synthesis of dydrogesterone intermidiate 9α,10β-pregest-5,7-diene-3,20-diethylene glycol ketone through ketal production, innovative photoinitiated allylic bromination, and elimination.

Language: Английский

Citations

0

Photocatalytic Three-Component Radical Sulfonarylation of Alkenes: Preparation of γ-Keto-Sulfone-Substituted Oxindoles DOI
Fei Chen,

Jun-Ya Guo,

Yunhong Jia

et al.

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

Published: March 16, 2025

A photocatalytic radical sulfonarylation of N-arylacrylamides via a three-component cascade cyclopropyl alcohol ring opening/sulfur dioxide insertion/sulfonyl addition/cyclization sequence has been developed. This method employs alcohols as the precursors β-carbonyl alkyl radicals and Na2S2O5 cheap source sulfur dioxide. By using this procedure, wide variety γ-keto-sulfone-substituted oxindoles were facilely synthesized.

Language: Английский

Citations

0

Halogen Bonding Promoted Photoinduced Synthesis of 3,3-Disubstituted Oxindoles DOI

Kun‐Quan Chen,

Jia Zhang,

Xiaobo Chen

et al.

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

Published: April 24, 2025

A photoinduced and catalyst-free radical cyclization process for the synthesis of 3,3-disubstituted oxindoles is reported. This method utilizes readily available α-bromoanilides as substrates, showcasing a broad substrate scope. The reaction mechanism facilitated by photoactivated charge transfer complex based on halogen bonding α-bromoanilide with TMG alcohol.

Language: Английский

Citations

0