Dicarbofunctionalization of Vinylarenes with Pyridine and Aldehydes via Photocatalytic Hydrogen Atom Transfer DOI
Junhua Xu, Yiting Zhou, Bin Liu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(21), P. 15877 - 15883

Published: Oct. 14, 2024

We describe a metal-free and mild three-component reaction utilizing vinylarenes, alkyl aldehydes, 4-cyanopyridine. In this reaction, the scope of vinylarenes aldehydes includes over 40 examples, generating variety β-pyridinyl ketones. Moreover, potential applications method have been demonstrated by functionalization pharmaceutical molecules. An acyl radical is proposed to be produced via polarity-matched hydrogen atom transfer between triplet-state diradical from benzophenone.

Language: Английский

Tetrabutylammonium decatungstate (TBADT), a compelling and trailblazing catalyst for visible-light-induced organic photocatalysis DOI
Bor‐Cherng Hong, Ranadheer Reddy Indurmuddam

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(19), P. 3799 - 3842

Published: Jan. 1, 2024

Tetrabutylammonium decatungstate (TBADT) has recently emerged as an intriguing photocatalyst under visible-light or near-visible-light irradiation in a wide range of organic reactions that were previously not conceivable. Given its ability to absorb visible light and excellent effectiveness activating unactivated chemical bonds, it is promising addition traditional photocatalysts. This review covers some the contemporary developments photocatalysis enabled by TBADT catalyst 2023, with contents organized reaction type.

Language: Английский

Citations

18
Recent advances in dual photoredox/nickel catalyzed alkene carbofunctionalised reactions DOI

Anilkumar Kommoju,

Kattamuri Snehita,

K. Sowjanya

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(68), P. 8946 - 8977

Published: Jan. 1, 2024

Alkene carbofunctionalization reactions have great potential for synthesizing complex molecules and constructing structures in natural products medicinal chemistry. Recently, dual photoredox/nickel catalysis has emerged as a novel strategy alkene carbofunctionalization. Nickel offers numerous advantages over other transition metals, such cost-effectiveness, abundance, low toxicity, moreover, it many oxidation states. catalysts exhibit excellent catalytic activity photoredox/transition metal catalysis, facilitating the formation of carbon-carbon or carbon-heteroatom bonds organic transformations. This review highlights latest advancements photoredox/nickel-catalyzed carbofunctionalizations includes literature published from 2020 to 2024.

Language: Английский

Citations

9
Decatungstate‐Photocatalyzed Diastereoselective Dearomative Hydroalkylation of Indoles DOI Creative Commons

Emeric Montinho‐Inacio,

Damien Bouchet, Wei‐Yang Ma

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(22)

Published: April 16, 2024

Abstract In this study, we present an efficient and straightforward dearomative hydroalkylation of indoles. By utilizing alkanes or ethers as alkyl radical sources employing TBADT a cost‐effective photocatalyst for direct hydrogen atom transfers (HAT), achieved successful conversion these heterocyclic derivatives into 2‐alkylindolines with good to excellent yields high diastereoselectivity under mild reaction conditions.

Language: Английский

Citations

8
Photo‐/Electrocatalytic Difunctionalization of Alkenes Enabled by C‐H Radical Functionalization DOI

Zilong Zhou,

Yin Zhang,

Peizhe Cui

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(62)

Published: Aug. 10, 2024

The difunctionalization of alkenes represents a powerful tool to incorporate two functional groups into the alkene bones for increasing molecular complexity and has been widely utilizations in chemical synthesis. Upon catalysis green, sustainable, mild photo-/electrochemistry technologies, much attentions have attracted development new tactics transformations important alkane feedstocks driven by C-H radical functionalization. Herein, we summarize recent advances photo-/electrocatalytic enabled We detailedly discuss substrate scope mechanisms reactions selecting impressive synthetic examples, which are divided four sections based on final terminated step, including oxidative radical-polar crossover coupling, reductive radical-radical transition-metal-catalyzed coupling.

Language: Английский

Citations

8
Decarboxylative Cross-Acyl Coupling of Carboxylic Acids with Aldehydes Enabled by Nickel/Photoredox Catalysis DOI
Xiao‐Biao Yan, Yingqi Liu, Ning Wang

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: 147(19), P. 15929 - 15935

Published: April 25, 2025

We present a general method for accessing unsymmetrical alkyl-aryl and alkyl-alkyl ketones via nickel/photoredox-catalyzed decarboxylative cross-acyl coupling reactions between carboxylic acids aldehydes without the need an additional preactivation procedure. Specifically, by using peroxide as both oxidant hydrogen atom transfer (HAT) reagent, we achieved unprecedented combination of oxidative single electron (SET) carboxylates HAT aldehydes, in which generated alkyl acyl radicals were chemoselectively coupled nickel catalysis. This features broad substrate scope with good functional group compatibility offers new access to structurally diverse ketones.

Language: Английский

Citations

0
Photoredox-Neutral Ni-Catalyzed Decarboxylative Fluoroalkylation via Radical Sorting Cross-Coupling DOI
Yaxing Wu, Xiuling Wang, Zhiyuan Bao

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 8140 - 8149

Published: May 1, 2025

Language: Английский

Citations

0
Nickel/Photoredox Dual-Catalyzed, Regioselective 1,2-Carboacylation of Alkenes via Synergistic Alkyl and Benzoyl Radical Coupling DOI

Xian‐Chen He,

Jie Gao, Yang Li

et al.

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

Published: May 2, 2025

A regioselective 1,2-carboacylation protocol of alkenes via nickel/photoredox dual catalysis has been successfully developed under mild conditions. wide range alkyl bromides, α-oxocarboxylic acids, and styrenes proved to be compatible the optimized conditions, affording corresponding products in up 91% yields. Mechanistically, key success this approach is temporal orchestration radical generation: nickel-catalyzed halogen atom transfer (XAT) for bromides photoredox-driven decarboxylation acids.

Language: Английский

Citations

0
The Road to Green Efficiency: Exploration of multicomponent reactions from transition metal catalysis to no catalyst conditions DOI
Jie Li, Jiabin Cui,

Hongying Guo

et al.

Reaction Chemistry & Engineering, Journal Year: 2024, Volume and Issue: 10(3), P. 500 - 510

Published: Dec. 20, 2024

Multicomponent reactions (MCRs) have become excellent tools for synthesizing complex and high-value molecules. This minireview highlights recent progresses in MCRs classified by the type of catalysts to offer a better deeper understanding.

Language: Английский

Citations

1
Practical cuprous catalyzed anti-Markovnikov difluoroacetamidation of α-(trifluoromethyl)styrenes DOI

Qianding Zeng,

Hongmiao Yao, Xinxin Yuan

et al.

Tetrahedron Letters, Journal Year: 2024, Volume and Issue: 151, P. 155310 - 155310

Published: Oct. 5, 2024

Language: Английский

Citations

0
Dicarbofunctionalization of Vinylarenes with Pyridine and Aldehydes via Photocatalytic Hydrogen Atom Transfer DOI
Junhua Xu, Yiting Zhou, Bin Liu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(21), P. 15877 - 15883

Published: Oct. 14, 2024

We describe a metal-free and mild three-component reaction utilizing vinylarenes, alkyl aldehydes, 4-cyanopyridine. In this reaction, the scope of vinylarenes aldehydes includes over 40 examples, generating variety β-pyridinyl ketones. Moreover, potential applications method have been demonstrated by functionalization pharmaceutical molecules. An acyl radical is proposed to be produced via polarity-matched hydrogen atom transfer between triplet-state diradical from benzophenone.

Language: Английский

Citations

0