Photocatalytic Multicomponent Carboxylation of Olefins and Sulfinate Salts with 13CO2 DOI
Julien R. Lyonnet, Álvaro Velasco‐Rubio, Roman Abrams

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 18633 - 18638

Published: Dec. 6, 2024

Herein, we describe a photoinduced multicomponent catalytic carboxylation protocol that streamlines the access to 13C-labeled carboxylic acids from simple olefin precursors, sulfinate salts and 13CO2. Site selectivity is dictated by radical philicity of starting precursors reaction intermediates, resulting in either four-component or five-component endeavor. The method characterized its simplicity flexibility across wide number coupling counterparts

Language: Английский

Recent Advances in Photochemical/Electrochemical Carboxylation of Olefins with CO2 DOI
Qian Wang, Yanwei Wang, Min Liu

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(18), P. 2249 - 2266

Published: May 15, 2024

Comprehensive Summary CO 2 is an abundant, nontoxic, and renewable C1 feedstock in synthetic chemistry. Direct carboxylation of readily available olefins incorporating regarded as a promising strategy to access high value‐added carboxylic acids well fixation. However, due the thermodynamic stability kinetic inertness difficulty controlling regioselectivity, with still remains challenging. Radical‐type functionalization represented powerful protocol enabled development novel transformations this realm. More recently, advance new technology, such photoredox catalysis renaissance electrochemistry organic synthesis, offered unique chemical reactivities radical precursors provided solutions olefins. This review presents recent advances radical‐type olefins, which has mainly been achieved through photocatalysis electrocatalysis last decade. In article, we provide comprehensive introduction progress, summarize advantages limitations current research, discuss potential outlook for further development. Key Scientists

Language: Английский

Citations

19
Visible-Light-Induced Redox-Neutral Difunctionalization of Alkenes and Alkynes DOI
Susmita Mondal, Sumit Ghosh, Alakananda Hajra

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(72), P. 9659 - 9691

Published: Jan. 1, 2024

The twelve principles of green chemistry illuminate the pathway in direction sustainable and eco-friendly synthesis, marking a fundamental shift synthetic organic paradigms. In this realm, harnessing power visible light for difunctionalization various skeletons without employing any external oxidant or reductant, specifically termed as redox-neutral difunctionalization, has attracted tremendous interest from chemists due to its low cost, easy availability environmentally friendly nature contrast traditional metal-catalyzed difunctionalizations. This review presents an overview recent updates on visible-light-induced reactions with literature coverage up May 2024.

Language: Английский

Citations

13
Unveiling Heavier Dihydropyridine Chalcogenol Esters in Metallaphotoredox Catalyst-Enabled Regioselective Hydrothio(seleno)carbonylation DOI
Amit Pal, Sandip Bag,

Sariga Mangalamundackal Vijayan

et al.

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

Published: Jan. 23, 2025

Herein, aromaticity-driven thio(seleno)ester group transfer from novel 1,4-dihydropyridine thio(seleno)esters to alkene feedstocks is disclosed by merging palladium and photoredox catalysis. In this process, photoactivation of dihydropyridine integrated with regioselective hydrometalation alkenes, avoiding photoinduced Pd-C bond homolysis organopalladium intermediates. Additionally, a hydroselenocarbonylation an accomplished for the first time using bench-stable selenoester reagent. The activation mode thioesters has been illustrated detailed mechanistic studies, spectroscopic analysis, intermediate trapping, isotope labeling experiments.

Language: Английский

Citations

1
Alkene Carboxy-Alkylation via CO2•– DOI
Yun Dang, Jimin Han, Alyah F. Chmiel

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(51), P. 35035 - 35042

Published: Dec. 12, 2024

Herein, we introduce a new platform for alkene carboxy-alkylation. This reaction is designed around CO

Language: Английский

Citations

4
Photocatalytic Pyridyl-carbamoylation of Alkenes for Accessing β-Pyridyl Amides DOI
Jian Cui, Zhikai Li, Yun Mao

et al.

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

Published: March 7, 2025

The β-pyridyl amide is a critical scaffold in medical discovery yet lacks efficient synthetic methods. Here, we describe, for the first time, visible-light-induced, redox-neutral radical cross-coupling reaction involving alkenes, oxamic acids, and cyanopyridines that offers versatile assembly of β-pyridylamides. This approach features mild conditions, high step efficiency, substrate breadth, providing green strategy alkene pyridyl-carbamoylation. Achieving this transformation relies on catalytic system, which adeptly avoids competing nucleophilic carbamoyl with electrophilic pyridyl radical, enabling three-component tandem process chemoselectivity.

Language: Английский

Citations

0
Photocatalytic Multicomponent Carboxylation of Olefins and Sulfinate Salts with 13CO2 DOI
Julien R. Lyonnet, Álvaro Velasco‐Rubio, Roman Abrams

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 18633 - 18638

Published: Dec. 6, 2024

Herein, we describe a photoinduced multicomponent catalytic carboxylation protocol that streamlines the access to 13C-labeled carboxylic acids from simple olefin precursors, sulfinate salts and 13CO2. Site selectivity is dictated by radical philicity of starting precursors reaction intermediates, resulting in either four-component or five-component endeavor. The method characterized its simplicity flexibility across wide number coupling counterparts

Language: Английский

Citations

0