Photoredox Radical Cascade Cyclization of 2‐Alkynylarylnitriles in Visible Light: Direct Access to 3‐Amino‐1‐indenones DOI

Shruti Rajput,

Dikshita Garg,

Nidhi Jain

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(9), P. 2072 - 2078

Published: March 1, 2024

Abstract A photoinduced direct synthesis of 3‐amino‐1‐indenones via radical cascade cyclization strategy is demonstrated. The methodology involves a domino reaction between 2‐alkynylarylnitrile and N ‐aminopyridinium salt captures the reactivity in‐situ generated nitrogen‐centered (NCR) in visible light. Multiple bond‐forming events including C−N, C−C, C−O take place sequentially on enabling construction 3‐amino‐1‐indenone core at room temperature 35–76% yield. preliminary biological screening synthesized compounds indicative their potent anti‐cancer property.

Language: Английский

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

A brief account of the application of glycosyl halide as glycosyl radical precursor towards glycosylation through visible light catalysis DOI

Ramanand Das,

Rahul Haldar,

Irshad Ahmad Zargar

et al.

Carbohydrate Research, Journal Year: 2025, Volume and Issue: 554, P. 109537 - 109537

Published: May 17, 2025

Language: Английский

Citations

0

Chiral quaternized nopinane-annelated 4,5-diazafluorenes: electrochemical and photochemical properties DOI

Eugene S. Vasilyev,

Ivan A. Trenikhin,

Grigoriy A. Matrosov

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 142718 - 142718

Published: May 1, 2025

Citations

0

Photoinduced Electron Donor–Acceptor Complex‐Enabled Transformations Involving Boron‐Containing Compounds DOI

Jianzhong Lu,

Huayong Zhang, Guozhu Zhang

et al.

ChemPhotoChem, Journal Year: 2025, Volume and Issue: unknown

Published: May 25, 2025

Over the past decades, visible‐light‐driven reactions have emerged as a powerful tool in organic synthesis. Unlike traditional photoredox that require additional catalysts or photosensitizers, electron donor–acceptor (EDA) complex‐mediated photochemistry offers simpler and more cost‐effective approach to achieving diverse radical transformations without need for noble catalysts. Among these, use of boron‐containing compounds donors acceptors EDA complexes has garnered significant attention due their unique properties. This review highlights recent advances visible‐light‐induced involving compounds, focusing on applications constructing CC CB bonds elucidating underlying reaction mechanisms.

Language: Английский

Citations

0

Photoredox Radical Cascade Cyclization of 2‐Alkynylarylnitriles in Visible Light: Direct Access to 3‐Amino‐1‐indenones DOI

Shruti Rajput,

Dikshita Garg,

Nidhi Jain

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(9), P. 2072 - 2078

Published: March 1, 2024

Abstract A photoinduced direct synthesis of 3‐amino‐1‐indenones via radical cascade cyclization strategy is demonstrated. The methodology involves a domino reaction between 2‐alkynylarylnitrile and N ‐aminopyridinium salt captures the reactivity in‐situ generated nitrogen‐centered (NCR) in visible light. Multiple bond‐forming events including C−N, C−C, C−O take place sequentially on enabling construction 3‐amino‐1‐indenone core at room temperature 35–76% yield. preliminary biological screening synthesized compounds indicative their potent anti‐cancer property.

Language: Английский

Citations

3