Synthesis of Diarylalkanes by Photoreductive 1,2-Diarylation of Alkenes with Aryl Halides and Cyanoaromatics DOI

Liang Zeng,

Xuan‐Hui Ouyang, Deliang He

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(18), P. 13641 - 13653

Published: Sept. 5, 2024

We report a visible light-induced photoreductive strategy for three-component diarylation of alkenes with aryl halides and cyanoaromatics. Upon photoredox catalysis tertiary alkyl amines as the electron transfer agent, selectively undergo halogen atom to generate radicals two C(sp

Language: Английский

Prolonging Lifetime of Hot Electrons Integrated with Microenvironment Regulation on Atomically-Dispersed Amphiphilic Quantum Dots for Photo-Reductive Hydroarylation of Alkenes in Aqueous Solution DOI

Liu-Meng Mo,

Dong‐Dong Wei,

Weihua Xie

et al.

Applied Catalysis B Environment and Energy, Journal Year: 2025, Volume and Issue: unknown, P. 125295 - 125295

Published: March 1, 2025

Language: Английский

Citations

1

Dearomative Skeletal Editing of Benzenoids via Diradical DOI
Xiang‐Xin Zhang,

Shan-Tong Xu,

Xue-Ting Li

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: March 25, 2025

Dearomative skeletal editing of benzenoids represents a promising yet challenging strategy for the rapid construction high-value carbon frameworks from readily accessible starting materials. Büchner reaction is unique type expansive that transforms into functionalized cycloheptatrienes. However, due to challenges in compatibility and selectivity, achieving seamless integration this with dearomative cycloaddition within unified system remains undeveloped. Here, we demonstrated an energy-transfer-induced intermolecular range electronically diverse alkynes. This protocol employed N-acylimines as diradical precursors efficiently construct various structurally polycyclic high chemo-, regio-, diastereoselectivities have been previously inaccessible. The related general reactivity selectivity issues were circumvented through smooth merging photoinduced cycloaddition. Experimental computational studies performed support mechanism interpret origins observed diastereoselectivities.

Language: Английский

Citations

0

Relay Photocatalyzed Reductive Cleavage of Csp2–I To Establish Radical Cyclization/Coupling between O-Tethered Iodoarenes with Cyanoarenes DOI
Xin Wang, Yan Yu,

Kuai Wang

et al.

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

Published: March 27, 2025

The activation of Csp2–I bonds in iodobenzenes and their derivatives is a highly valuable research topic. Most known methods predominantly rely on transition metal catalysis, which often necessitates the use oxidants, additives, ligands, harsh reaction conditions. Photocatalysis has emerged last decades as an excellent alternative to drive intriguing organic transformations via various chemical bond cleavages, while photocontrolled direct cleavage O-tethered iodoarenes rare due its high reduction potential. To address this challenge, we have provided relay reductive photocatalysis strategy amplify function low potential photocatalysts using cyanoalkenes photoredox mediators achieve iodoarenes. Moreover, it noteworthy that cyanoarenes are simultaneously involved coupling reagents radical cyclization/coupling process between form benzo-fused oxygen-containing heterocyclic compounds with different scaffolds.

Language: Английский

Citations

0

Regioselective 1,2-Di(hetero)arylation of Activated and Unactivated Alkenes with (Hetero)aryl Chlorides DOI

Yingjun Lan,

Siqi Xie, Bin Liu

et al.

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

Published: May 1, 2025

Aryl chlorides are more commercially available and lower cost compared with aryl bromides iodides. However, the use of (hetero)aryl as radical precursors for di(hetero)arylation alkenes remains an underdeveloped area. Furthermore, existing examples theses reactions predominantly confined to activated alkenes. In this study, we introduce a photoirradiation-promoted benzophenone-catalyzed 1,2-di(hetero)arylation process that is applicable both unactivated alkenes, utilizing cyanoarenes sources. Importantly, method allows simultaneous introduction two heterocycles high regioselectivity.

Language: Английский

Citations

0

Synthesis of Diarylalkanes by Photoreductive 1,2-Diarylation of Alkenes with Aryl Halides and Cyanoaromatics DOI

Liang Zeng,

Xuan‐Hui Ouyang, Deliang He

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(18), P. 13641 - 13653

Published: Sept. 5, 2024

We report a visible light-induced photoreductive strategy for three-component diarylation of alkenes with aryl halides and cyanoaromatics. Upon photoredox catalysis tertiary alkyl amines as the electron transfer agent, selectively undergo halogen atom to generate radicals two C(sp

Language: Английский

Citations

2