Photoredox Catalyzed Reductive Trifluoromethylation of Imines via radical umpolung strategy DOI

Hrishikesh Paul,

Dibyangshu Das,

SK Ariyan

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

A photocatalyzed radical-umpolung strategy is developed to synthesize trifluoromethylated α-unnatural amino acids and amines. This method involves the migration of an N-centred radical through aromatic framework construct C–CF 3 bond.

Language: Английский

Visible-Light-Mediated Bimetal-Catalyzed meta-Alkylation of Arenes DOI
Pengcheng Cui, Guan‐Wu Wang

Organic Letters, Journal Year: 2024, Volume and Issue: 26(2), P. 427 - 432

Published: Jan. 8, 2024

A mild approach to the visible-light-mediated bimetal-catalyzed meta-alkylation of arenes has been accomplished. The regioselective is realized by a bimetallic ruthenium–palladium system. Ruthenium acts as catalyst for directing effect and photosensitizer, while cocatalyst palladium behaves generation fluoroalkyl radicals. This reaction not only suitable two-component meta-fluoroalkylation but can also be extended three-component reactions achieve bifunctionalization olefins.

Language: Английский

Citations

8

Visible-Light-Mediated Ruthenium-Catalyzed para-Selective Alkylation of Unprotected Anilines DOI
Xinyan Lv,

Yaohang Cheng,

Yingxiao Zong

et al.

ACS Catalysis, Journal Year: 2023, Volume and Issue: 13(11), P. 7310 - 7321

Published: May 15, 2023

Anilines are important moieties in organic chemistry, pharmaceuticals, and materials science. Although para-selective functionalization of anilides tertiary anilines is well established, unprotected have posed a challenge. Herein, we report visible-light-mediated Ru(II)-catalyzed para-alkylation anilines. The distinct Ru(II)–aniline complex enabled the reaction to proceed with extremely high efficiency (2 h) under mild conditions. good functional group tolerance allowed late-stage even aggregation-induced emission luminogen labeling natural products drugs. A mechanistic investigation suggests that crucial for both triggering controlling para-selectivity.

Language: Английский

Citations

14

Direct remote Csp2–H transformation of aromatic amines enabled by organophotoredox catalysis DOI
Quan Gou, Mengting Yu,

Qianqiong Chen

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(12), P. 7007 - 7012

Published: Jan. 1, 2024

An organophotoredox-catalyzed difluoromethylation of aromatic amines was developed for green, environmentally friendly, sustainable, and expedient access to high value-added para -difluoromethylated compounds with excellent regioselectivities.

Language: Английский

Citations

5

An Organocatalytic System for Z-Alkene Synthesis via a Hydrogen-Bonding-Assisted Photoinduced Electron Donor–Acceptor Complex DOI
Hui Zhao,

Yingxiao Zong,

Yue Sun

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(8), P. 1739 - 1744

Published: Feb. 17, 2024

A general catalytic donor for the combination of a photoinduced electron donor–acceptor (EDA) complex and energy transfer was developed. This mild metal-free protocol allows facile access to various Z-alkenes. Mechanism studies revealed that organophotocatalyst, 4-CzIPN, formed distinct three-component EDA with redox-active esters (C6H5O)2P(O)OH trigger photoredox catalysis. The E → Z isomerization achieved via exchange from 4-CzIPN.

Language: Английский

Citations

4

Recent advances in photocatalytic polyfluoroarylation DOI
Yan Liu,

Lin Zuo,

Tianyi Shang

et al.

Chemical Communications, Journal Year: 2022, Volume and Issue: 58(93), P. 12900 - 12912

Published: Jan. 1, 2022

Polyfluoroaryl compounds belong to privileged moieties and engender distinct properties in many pharmaceuticals, agrochemicals, materials. In this review, state-of-the-art photocatalytic polyfluoroarylation has been present since 2014.

Language: Английский

Citations

18

Photoinduced Copper‐Mediated Difluoroalkylation of Arylsulfonium Salts with XCF2COR DOI
Xia Fang,

Yan‐Hao Wang,

Xiaotao Ding

et al.

Chemistry - An Asian Journal, Journal Year: 2025, Volume and Issue: unknown

Published: April 21, 2025

Abstract Photoredox fluoroalkylation has emerged as a powerful method and have unlocked new possibilities in organic chemistry. In this work, the green‐light‐induced copper‐mediated difluoroalkylation of arylsulfonium salts with different XCF 2 COR reagents is described. The reaction proceeded smoothly at ambient temperature under mild conditions allowed formation variety difluoroalkylated arenes good yields. photocatalyst, visible‐light, Cu(I) salt played synergetic role reduction to respective radical intermediates. This metallophotoredox protocol was applicable late‐stage multifunctionalized bioactive molecules, offering opportunities discovery medicinal agents. transformation showed advantages mildness, simple operation, functional group tolerance, wide range substrates, excellent regioselectivity, which provided an interesting alternative other reactions terms structural diversity, selectivity, availability by application platforms.

Language: Английский

Citations

0

Photo-induced decarboxylative radical cascade cyclization of unactivated alkenes: access to CF- and CF2-substituted ring-fused imidazoles DOI Creative Commons
Hui-Nan Wang, Shaohui Lin, Hui Hong

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(16), P. 12739 - 12745

Published: Jan. 1, 2025

A mild and effective visible-light-induced decarboxylative radical cascade reaction of olefin-containing imidazoles α-fluorinated carboxylic acids, has been developed to afford monofluoromethylated or aryldifluoromethylated polycyclic imidazoles.

Language: Английский

Citations

0

Photoinduced Single Electron Reduction of the 4‐O‐5 Linkage in Lignin Models for C‐P Coupling Catalyzed by Bifunctional N‐Heterocyclic Carbenes DOI Creative Commons
Qiang Liu,

Ying‐Zheng Ren,

Bei‐Bei Zhang

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 11(38)

Published: Aug. 5, 2024

Abstract Catalytic activation of C aryl ‐O bonds is considered as a powerful strategy for the production aromatics from lignin. However, due to high reduction potentials diaryl ether 4‐O‐5 linkage models, their single electron remains daunting challenge. This study presents blue light‐induced bifunctional N‐heterocyclic carbene (NHC)‐catalyzed one‐electron models synthesis trivalent phosphines. The H‐bond between newly devised NHC and ethers responsible success transfer. Furthermore, this approach demonstrates selective unsymmetric ethers, oligomeric phenylene oxide, lignin model.

Language: Английский

Citations

3

Quinoline-polyoxometalate conglomerate as efficient heterogeneous catalysts for visible-light-mediated Minisci reactions DOI

Zhongyue Cai,

Guanghui An,

Guangming Li

et al.

Journal of Organometallic Chemistry, Journal Year: 2023, Volume and Issue: 996, P. 122757 - 122757

Published: May 17, 2023

Language: Английский

Citations

6

含羧基共价有机骨架的合成及其在钌催化邻位苄基 化反应中的应用 DOI Open Access
Nana Wang,

Hong Pan,

Guan‐Wu Wang

et al.

Science China Materials, Journal Year: 2023, Volume and Issue: 66(12), P. 4689 - 4696

Published: Nov. 17, 2023

Language: Английский

Citations

4