Catalytic reduction of trifluoromethylated alkyl bromides and synthesis of alkylated heterocycles under visible light irradiation: synergetic action of a halogen bond and Ni catalysis DOI

Gai-Rong Wang,

Peng Guo, Guoliang Pu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(17), P. 4722 - 4729

Published: Jan. 1, 2024

The concurrent reduction of α-trifluoromethyl alkyl bromides and the cross-coupling THF with heterocycles in one pot have been realized through synergetic action a halogen bond Ni catalysis.

Language: Английский

MeOH-Triggered Halogen-Atom Transfer of Unactivated Alkyl Bromides Enabling the Photoredox Giese Addition DOI

Xian‐Chen He,

Yanling Liu, Jie Gao

et al.

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

Published: March 18, 2025

Herein, a nickel-catalyzed, photoredox Giese addition reaction with readily accessible alkyl bromides, driven by available feedstock MeOH as the halogen-atom transfer (XAT) reagent, was successfully achieved under mild conditions. The versatility of this protocol demonstrated through range structurally varied bromides and Giese-type acceptors moderate to good yields. Mechanistic investigation highlights that formation radicals XAT tentatively prompted •CH2OH, which derived from sequential photo-oxidation/1,2-hydrogen-atom MeOH.

Language: Английский

Citations

0
Visible-Light-Induced Nickel-Catalyzed Cross-Coupling of Aryl Bromides with Nitriles DOI
Jie Gao,

Xian‐Chen He,

Yanling Liu

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(49), P. 8824 - 8828

Published: Nov. 30, 2023

Herein, a visible-light-induced nickel-catalyzed cross-coupling of aryl bromide with nitrile has been reported. By utilization readily available nitriles as carbonyl precursors, range structurally diverse ketones were facilely constructed. The synthetic simplicity, mild reaction conditions, and acidic functional group tolerance would broaden the utilities this developed protocol an expedient alternative to Grignard/organolithium protocols.

Language: Английский

Citations

9
Photoactive Ni-Complexes in Metallaphotoredox Catalysis: A Successful Match in C–C Cross-Coupling Reactions DOI
Chuan Zhu, Chao Feng,

Luzhen Dang

et al.

Synthesis, Journal Year: 2024, Volume and Issue: 56(22), P. 3377 - 3389

Published: March 22, 2024

Abstract Nickel catalysis is a well-established and powerful tool for C–C cross-coupling reactions, its versatility has expanded significantly over past decades by combination with visible-light photocatalysis in metallaphotoredox chemistry. Photocatalysis enables the activation of traditionally inert substrates turnover Ni catalyst through single-electron transfer processes. In recent years, dual been further empowered photoactive intermediates, which exhibit distinct reactivity profiles from their ground states complement existing protocols. This short review focuses on emergent subclass synergy typical photocatalyst (e.g., polypyridyl Ir complex) provide solutions to challenging bond formation. 1 Introduction 2 Photoactive Complexes 3 HAT-Mediated Cross-Coupling 4 Halofunctionalization π-Systems 5 Photoelimination an Aryl Radical 6 Conclusion

Language: Английский

Citations

0
Visible-Light-Mediated Photoredox Giese Reaction with Α-Branched 2-Vinylpyridines and Α-Ketoacids DOI
Jiajia Zhao,

Qing-Ling Cao,

Kang Zuo

et al.

Published: Jan. 1, 2024

Download This Paper Open PDF in Browser Add to My Library Share: Permalink Using these links will ensure access this page indefinitely Copy URL DOI

Language: Английский

Citations

0
Visible-light-mediated photoredox Giese reaction with α-branched 2-vinylpyridines and α-ketoacids DOI

Jia-Jia Zhao,

Qing-Ling Cao,

Kang Zuo

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: 160, P. 134042 - 134042

Published: May 16, 2024

Language: Английский

Citations

0
Catalytic reduction of trifluoromethylated alkyl bromides and synthesis of alkylated heterocycles under visible light irradiation: synergetic action of a halogen bond and Ni catalysis DOI

Gai-Rong Wang,

Peng Guo, Guoliang Pu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(17), P. 4722 - 4729

Published: Jan. 1, 2024

The concurrent reduction of α-trifluoromethyl alkyl bromides and the cross-coupling THF with heterocycles in one pot have been realized through synergetic action a halogen bond Ni catalysis.

Language: Английский

Citations

0