Organometallic Photocatalyst‐Promoted Synthesis and Modification of Carbohydrates under Photoirradiation DOI Open Access
Jing Wang,

Fan Zhou,

Yu‐Ping Xu

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 27, 2024

Carbohydrates are natural, renewable, chemical compounds that play crucial roles in biological systems. Thus, efficient and stereoselective glycosylation is an urgent task for the preparation of pure structurally well-defined carbohydrates. Photoredox catalysis has emerged as a powerful tool carbohydrate chemistry, providing alternative addressing some challenges glycochemistry. Over last few decades, Ir- Ru-based organometallic photocatalysts have attracted significant interest because their high stability, high-energy triplet state, strong visible-light absorption, long luminescence lifetime, amenability to ligand modification. This review highlights recent progress photocatalyst-promoted synthesis modification carbohydrates under photoirradiation, well related benefits drawbacks.

Language: Английский

Visible-Light-Induced Energy-Transfer-Mediated Hydrofunctionalization and Difunctionalization of Unsaturated Compounds via Sigma-Bond Homolysis of Energy-Transfer Acceptors DOI
Qiao Sun, Shaopeng Wang, Yuan Xu

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: 15(3), P. 1854 - 1941

Published: Jan. 17, 2025

Over the past decade, visible-light-mediated energy-transfer (EnT) catalysis, particularly triplet–triplet (TTEnT) has emerged as a mild and environmentally friendly approach for diverse organic synthetic transformations. In contrast to photoredox which typically requires sacrificial electron donors or acceptors complete catalytic cycle, EnT photocatalysis generally proceeds with high atom economy while minimizing generation of wasteful byproducts. Furthermore, successful catalysis is contingent upon precise control redox potentials both photocatalysts substrates, strategies are primarily influenced by triplet energy compatibility between these entities. Considering growing importance photocatalysis, well hydrofunctionalization difunctionalization reactions in synthesis, this review systematically summarizes significant advancements EnT-enabled unsaturated compounds via sigma-bond homolysis over decade. Special emphasis placed on elucidating substrate scopes mechanistic scenarios. Additionally, discusses versatile applications methodologies addresses current challenges opportunities within evolving research field. This structured into six main categories based different types sigma-bonds undergoing homolysis. These include transformations mediated 1) N–O bond oxime esters other N,O-radical precursors; 2) N–S N-sulfonyl imines N,S-radical 3) chalcogen–chalcogen disulfides oxy/thio/selenosulfonates; 4) C–S tri/difluoromethylated sulfinates, acetylenic triflones, arylsulfonium salts; 5) C–X (X = halogen) halides; 6) acceptors. Through providing theoretical backgrounds along comprehensive overview currently employed acceptors, photosensitizers, contemporary EnT-induced compounds, aims serve an invaluable resource future innovations rapidly

Language: Английский

Citations

2

Recent advances in C(sp3)–N bond formation via metallaphoto-redox catalysis DOI
Juan Zhang,

Xiao-Die Huan,

Xin Wang

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(50), P. 6340 - 6361

Published: Jan. 1, 2024

In this review, the state-of-the-art advances in radical-involved C(sp 3 )–N bond formation via metallaphotoredox catalysis have been highlighted, which are organized according to different catalytic modes, reaction types, and substrate classes.

Language: Английский

Citations

13

A water-soluble type II photosensitizer for selective photooxidation reactions of hydroazaobenzenes, olefins, and hydrosilanes in water DOI
Rong‐Zhen Zhang,

Kai‐Kai Niu,

Yu‐Song Bi

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(4), P. 2241 - 2247

Published: Jan. 1, 2024

A water-soluble type II photosensitizer with excellent water solubility was utilized for selective photooxidation reactions of hydroazaobenzenes, olefins, and hydrosilanes in water.

Language: Английский

Citations

7

Nickel-Catalyzed Narasaka–Heck Cyclization Carbonylation of Unsaturated Oxime Esters with Arylboronic Acids DOI
Ming Li,

Fan Gao,

Shan-Mei Xu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(37), P. 7834 - 7840

Published: Sept. 5, 2024

The Narasaka-Heck reaction is one of the most straightforward methods for constructing pyrroline derivatives. Herein, we report a novel nickel-catalyzed three-component carbonylation reaction, which cleverly realizes continuous construction C(sp

Language: Английский

Citations

4

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

Nickel-Catalyzed Enantioselective Reductive N-Cyclization–Thiolation Reaction of Alkene-Tethered Oxime Esters and Disulfides DOI

Qi-Wei Yao,

Kai Yin,

Yiyang Huang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 27, 2024

Asymmetric aza-Heck cyclization and coupling reactions offer efficient access to enantioenriched

Language: Английский

Citations

2

Radical Cascade Synthesis of γ-Amino Acids or γ-Lactams via Carboxyl-Mediated Intramolecular C−H Amination DOI
Tao Huang, Can Liu, Pan‐Feng Yuan

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(18), P. 9859 - 9868

Published: Jan. 1, 2024

A switchable chemo-divergent strategy for γ-amino acid and γ-lactam preparation via intramolecular γ C–H amination of carboxylic acids.

Language: Английский

Citations

1

Synthesis of 2-Alkylmethyl Pyrroline Derivatives DOI
Paul G. Richardson

Synfacts, Journal Year: 2024, Volume and Issue: 20(03), P. 0233 - 0233

Published: Feb. 14, 2024

Key words nickel catalysis - photoredox radical cross-coupling pyrroline derivatives

Language: Английский

Citations

0

Palladium-catalyzed tandem aza-Heck reaction of alkene-tethered oxime esters with cyclopropanols DOI Creative Commons

Kangning Cao,

Shutao Qi, Jianhui Li

et al.

Green Synthesis and Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: April 1, 2024

Language: Английский

Citations

0

Recent advancements in Ni/photoredox dual catalysis for the Csp3-Csp3 cross-coupling reactions DOI Creative Commons

Qi-Yun Huang,

Min Shi

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(17), P. 4913 - 4925

Published: Jan. 1, 2024

This minireview highlights recent advancements in the past five years (since 2019) Ni/photoredox dual catalysis for Csp 3 –Csp cross-coupling reactions.

Language: Английский

Citations

0