59115-45-6

Upstream product

• 3857-83-8 2-naphthyl triflate 
• 103594-89-4 4-methoxyphenyltitanium triisopropoxide 
• 580-13-2 2-bromonaphthalene 
• 5720-07-0 4-methoxyphenylboronic acid 
• 201230-82-2 carbon monoxide 
• 450-58-8 2-naphthyldiazonium tetrafluoroborate 
• 21473-01-8 2-naphthalenylmagnesium bromide 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 93-04-9 2-Methoxynaphthalene 
• 213596-33-9 2-(4-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborolane 
• 91-20-3 naphthalene 
• 696-62-8 para-iodoanisole 
• 10290-91-2 naphthalen-2-yl methanesulfonate 
• 35692-27-4 triethoxy(4-methoxyphenyl)silane 

Downstream Products

• 125715-99-3 dibromo-(4-methoxy-phenyl)-[2]naphthyl-λ⁴-tellane 
• 6336-82-9 2-(4′-hydroxyphenyl)naphthalene 
• 933066-95-6 6-naphthalen-2-yl-2,2-diphenyl-2H-chromene 

Relevant academic research and scientific papers

Nickel-Catalyzed Direct Cross-Coupling of Aryl Sulfonium Salt with Aryl Bromide

The direct cross-couplings of aryl sulfonium salts with aryl halides could be achieved by using nickel as a reaction catalyst. The reactions proceeded efficiently via C-S bond activation in the presence of magnesium turnings and lithium chloride in THF at ambient temperature to afford the corresponding biaryls in moderate to good yields, potentially serving as an attractive alternative to conventional cross-coupling reactions employing preprepared organometallic reagents.

'Awaken' aryl sulfonyl fluoride: a new partner in the Suzuki-Miyaura coupling reaction

An example of the activation of the -SO2F group, which is traditionally considered a stable group even in the presence of a transition metal, is described using a novel partner in the Suzuki-Miyaura coupling reaction catalyzed by Pd(OAc)2 and Ruphos as ligands. The products showed good to outstanding yields and broad functional group compatibility under optimal conditions. The sequential synthesis of non-symmetric terphenyls and the gram grade process highlight the approach's synthetic utility. DFT calculations have shown that Pd0 prefers to insert between C-S bonds rather than S-F bonds. This journal is

Visible Light Induced Aerobic Coupling of Arylboronic Acids Promoted by Hydrazone

A visible-light-induced oxidative coupling of arylboronic acids has been developed for the synthesis of biaryls. The reaction that employs polydentate hydrazones as the bifunctional catalyst works smoothly under room temperature. It is compatible with a w

N-Methylphenothiazine S-Oxide Enabled Oxidative C(sp2)–C(sp2) Coupling of Boronic Acids with Organolithiums via Phenothiaziniums

Herein, we report the development of a transition-metal-free oxidative C(sp2)–C(sp2) coupling of readily available boronic acids and organolithiums via phenothiazinium ions. Various biaryl, styrene, and diene derivatives were obtained using this reaction system. The key to this process is N-methylphenothiazine S-oxide (PTZSO), which allows efficient conversion of boronic acids to phenothiazinium ions. The mechanism of phenothiazinium formation using PTZSO was investigated using theoretical calculations and experiments, which provided insight into the unique reactivity of PTZSO.

Arylketones as Aryl Donors in Palladium-Catalyzed Suzuki-Miyaura Couplings

Herein, we report the arylation, alkylation, and alkenylation of aryl ketones via a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction. The use of the pyridine-oxazoline ligand is the key to the cleavage of the unstrained C-C bond. The late-stage arylation of aryl ketones derived from drugs and natural products demonstrated the synthetic utility of this protocol.

Cobalt?NHC Catalyzed C(sp2)?C(sp3) and C(sp2)?C(sp2) Kumada Cross-Coupling of Aryl Tosylates with Alkyl and Aryl Grignard Reagents

The first cobalt-catalyzed cross-coupling of aryl tosylates with alkyl and aryl Grignard reagents is reported. The catalytic system uses CoF3 and NHCs (NHC=N-heterocyclic carbene) as ancillary ligands. The reaction proceeds via highly selective C?O bond functionalization, leading to the corresponding products in up to 98 % yield. The employment of alkyl Grignard reagents allows to achieve a rare C(sp2)?C(sp3) cross-coupling of C?O electrophiles, circumventing isomerization and β-hydride elimination problems. The use of aryl Grignards leads to the formation of biaryls. The C?O cross-coupling sets the stage for a sequential cross-coupling by exploiting the orthogonal selectivity of the catalytic system.

Synthesis of ultrafine AuPd bimetallic nanoparticles using a magnetite-cored poly(propyleneimine) dendrimer template and its sustainable catalysis of the Suzuki coupling reaction

The poly(propyleneimine) PPI dendrimer with active amino groups and specific voids is an excellent template for the encapsulation and stabilization of size and shape-controlled metal nanoparticles. The magnetite-cored PPI dendrimer up to third generation was synthesized by a divergent method in our previous report. Bimetallic nanoparticles are more advantageous than monometallic nanoparticles in catalysis due to their synergistic effect between two metals, especially Au and Pd nanoparticles. Herein, we present the synthesis of highly monodispersed ultrafine AuPd bimetallic nanoparticles of size 3-6 nm using the magnetic-cored PPI dendrimer through a facile and convenient method without external stabilizers. The formation of the monodispersed bimetallic nanoparticles on the dendritic entity was confirmed through HRTEM, HRSEM, EDAX, XRD, XPS and VSM. The excellent structural behavior of the magnetic-cored PPI dendrimers proves their ability to encapsulate AuPd bimetallic nanoparticles, and also attain better dispersibility, stability, and improved efficacy compared to conventional dendrimer-encapsulated metal nanoparticles. Most predominantly, it was isolated by simple magnetic attraction. TheAuPd@PPI@Fe3O4/SiO2nanomaterial was utilized as a potential green catalyst in the Suzuki coupling reaction under ambient reaction conditions with greater reactivity and stability. Coupling products were characterized by1H and13C NMR. This material retained its catalytic activity in the coupling reaction for up to eight consecutive catalytic cycles.

New Nickel-Based Catalytic System with Pincer Pyrrole-Functionalized N-Heterocyclic Carbene as Ligand for Suzuki-Miyaura Cross-Coupling Reactions

A new catalytic system with Ni(NO3)2·6H2O as the catalyst and a pincer pyrrole-functionalized N-heterocyclic carbene as the ligand was employed in the Suzuki-Miyaura cross-coupling reactions of aryl iodides with arylboronic acids. With 5 mol% catalyst, the catalytic reactions proceeded at 160 °C, giving coupling products in isolated yields of up to 94% in short reaction times (1-4 h). The system worked efficiently with aryl iodides bearing electron-donating or electron-withdrawing groups and arylboronic acids with electron-donating groups. Steric effects were observed for both aryl iodides and arylboronic acids. It is proposed that the reactions underwent a Ni(I)/Ni(III) catalytic cycle.

Pd Nanoparticles Embedded Into MOF-808: Synthesis, Structural Characteristics, and Catalyst Properties for the Suzuki–Miyaura Coupling Reaction

Abstract: A heterogeneous single-site catalyst Pd@MOF-808 was successfully synthesized by water-based, green synthesis procedure. The catalytic experiments exhibited the Pd@MOF-808 promoted efficiently the Suzuki–Miyaura coupling reaction without the assistance of organic phosphine ligands at atmospheric pressure conditions. The catalyst also could be applied in the gram-scale synthesis of industrially anti-inflanmatory analgestic Fenbufen. Graphic Abstract: [Figure not available: see fulltext.]

Synthesis of Biaryls via Decarbonylative Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Aryl Anhydrides

Transition metal-catalyzed cross-couplings have been widely employed in the synthesis of many important molecules in synthetic chemistry for the construction of diverse C-C bonds. Conventional cross-coupling reactions require active electrophilic coupling partners, such as organohalides or sulfonates, which are not environmentally friendly enough. Herein, we disclose the first nickel-catalyzed Suzuki-Miyaura cross-coupling of aryl anhydrides and arylboronic acids for the synthesis of biaryls in a decarbonylation manner. The reaction tolerates a wide range of electron-withdrawing, electron-neutral, and electron-donating substituents in this process.