Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown
Published: Sept. 18, 2024
Transition-metal-catalyzed amination of aryl halides is one the most employed methods for constructing
Language: Английский
Organic Letters, Journal Year: 2023, Volume and Issue: 25(24), P. 4592 - 4597
Published: June 12, 2023
A fully catalytic nickel-photoredox process for the direct amidation of aldehydes with nitroarenes was developed. In this system, and were catalytically activated by photocatalytic cycle without addition an additional reductant or oxidants, which facilitated Ni-mediated cross-coupling C-N bond under mild conditions. preliminary mechanistic study indicates a reaction pathway in nitrobenzene is directly reduced to aniline as nitrogen source.
Language: Английский
Citations
14
Organic Letters, Journal Year: 2023, Volume and Issue: 25(31), P. 5862 - 5868
Published: Aug. 3, 2023
The combination of photo and copper catalysts has emerged as a novel paradigm in organic catalysis, which provides access to the acceleration chemical synthesis. Herein, we describe an aminoalkylation amino-dependent olefins with maleimides through cooperative photo/copper catalytic system. In this report, strategy allows generation broad complex functionalized nitrogenous molecules including oxazolidinones, 2-pyrrolidones, imidazolidinones, thiazolidinones, pyridines, piperidines absence external photosensitizer base. approach is achieved photoinduced Cu(I)/Cu(II)/Cu(III) species nitrogen nucleophiles, intermolecular radical addition, hydrogen atom transfer (HAT) processes. plausible mechanism investigated by series control experiments theoretical tests, scavenging experiments, deuterium labeling ultraviolet-visible absorption, cyclic voltammetry (CV) tests.
Language: Английский
Citations
14
Organic Letters, Journal Year: 2023, Volume and Issue: 25(23), P. 4340 - 4344
Published: June 2, 2023
Thiolates are known as the inhibitors of metal catalysis due to their strong coordination with metal. Herein, we reported visible-light-induced homolysis Ni–S bond activate nickel(II) thiolates for C–S coupling, obviating use exogenous photocatalysts and other additives. Various aryl bromides/iodides can efficiently couple thiols a wide range functional groups under mild conditions. Preliminary mechanistic studies suggested is key step couplings nickel(0) not involved in process.
Language: Английский
Citations
12
ChemCatChem, Journal Year: 2023, Volume and Issue: 15(12)
Published: April 28, 2023
Abstract The widely used nickel catalysis for carbon‐heteroatom cross‐coupling reactions often requires high energy to achieve reductive elimination on Ni II complexes. To overcome the barrier of elimination, complexes transform III facile via single electron transfer in photochemistry. Energy form excited‐state is feasible as well couplings catalysis. This Review focused discussion about variant nickel(II) precatalysts forge diverse bonds under visible‐light irradiation absence exogenous photocatalysts. Summary photoactive aims promote development cheap, abundant metals catalyzed efficient preparation highly valuable chemicals.
Language: Английский
Citations
11
ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(10), P. 7846 - 7852
Published: May 6, 2024
Herein, we disclose a highly efficient thermal Ni-catalyzed C–O cross-coupling of aryl halides with primary and secondary alcohols, without the need for photo- or electrocatalysis. The protocol is simple has wide substrate scope, particularly challenging electron-rich halides. Additionally, this methodology been successfully applied to late-stage functionalization drugs natural products, as well synthesis pharmaceuticals such pramoxine delamanid key intermediate. Preliminary mechanistic studies suggest in situ generation active Ni(I) species from inexpensive NiBr2-bipyridine PhSiH3.
Language: Английский
Citations
4
Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134543 - 134543
Published: Feb. 1, 2025
Language: Английский
Citations
0
Published: Jan. 1, 2025
Language: Английский
Citations
0
Organic Letters, Journal Year: 2023, Volume and Issue: 25(19), P. 3492 - 3496
Published: May 9, 2023
Photoinduced homolysis of NiII-carbon and -heteroatom bonds has been well studied for carbon-heteroatom couplings, but the NiII-P bond is still undisclosed. Herein, we describe via ligand to metal charge transfer access active nickel(I) complexes phosphorus-centered radicals under visible-light irradiation C-P couplings diaryl phosphine oxides with aryl bromides. Experimental studies demonstrated that visible light enabled NiI/NiIII self-sustained cycle was involved in formation. Furthermore, can be applied hydrophosphination [1.1.1]propellane single-nickel photocatalysis.
Language: Английский
Citations
10
Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(8), P. 2313 - 2318
Published: Jan. 1, 2024
The selective synthesis of primary arylamines and diarylamines via coupling reactions with ammonia as a nitrogen source is still challenging.
Language: Английский
Citations
3
Synthesis, Journal Year: 2024, Volume and Issue: unknown
Published: June 13, 2024
Abstract Palladium- and nickel-catalyzed cross-couplings are powerful methods for constructing C–C C–N bonds, particularly through Suzuki–Miyaura Buchwald–Hartwig reactions. Although aryl iodides, bromides, triflates the most commonly used substrates, chlorides less frequently utilized due to their lower reactivity. However, they appealing because readily available inexpensive. This short review highlights recent developments on of chlorides, using both homogeneous heterogeneous catalysis with palladium nickel. 1 Introduction 2 Cross-Couplings 2.1 Homogeneous Palladium Catalysis 2.2 Heterogeneous 2.3 Nickel 2.4 3 Amination Reactions 3.1 3.2 3.3 3.4 4 Conclusion
Language: Английский
Citations
3