1174895-53-4

Upstream product

• 1008-89-5 2-phenylpyridine 
• 1647-85-4 bis(p-trifluoromethylbenzoyl) peroxide 
• 1072-85-1 o-fluorobromobenzene 
• 98-56-6 4-chlorobenzotrifluoride 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 109-04-6 2-bromo-pyridine 
• 98-80-6 phenylboronic acid 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 5957-89-1 2-(2-methoxy-phenyl)-pyridine 
• 1236046-47-1 (2-(pyridin-2’-yl)phenyl)(4-(trifluoromethyl)phenyl)methanone 
• 1240390-02-6 hydroxy[4-(trifluoromethyl)phenyl]-λ³-iodaneyl 4-methylbenzenesulfonate 
• 35692-32-1 trimethoxy(4-(trifluoromethyl)phenyl)silane 
• 35692-27-4 triethoxy(4-methoxyphenyl)silane 

Relevant academic research and scientific papers

Ruthenium(II)-catalyzed ortho-C-H arylation of diverse N-heterocycles with aryl silanes by exploiting solvent-controlled N-coordination

We report the first method for the direct, regioselective Ru(ii)-catalyzed oxidative arylation of C-H bonds in diverse N-heterocycles with aryl silanes by exploiting solvent-controlled N-coordination. The reaction takes advantage of the attractive feature

Pyridine-directed carbon–carbon single bond activation: Rhodium-catalyzed decarbonylation of aryl and heteroaromatic ketones

The decarbonylation of 2-pyridyl-substituted ketones via transition metal-catalyzed carbon–carbon bond activation provides ready access to a variety of biaryl compounds. The highly efficient and general method provides reliable decarbonylation of benzophenones including a range of functional groups and substitution patterns. The methodology has also proven highly efficient for heteroaromatic substrates, including those containing thiophenyl, indolyl, quinolinyl, and pyridine substitution.

Directing Group-Promoted Inert C?O Bond Activation Using Versatile Boronic Acid as a Coupling Agent

A simple Ni(cod)2 and carbene mediated strategy facilitates the efficient catalytic cross-coupling of methoxyarenes with a variety of organoboron reagents. Directing groups facilitate the activation of inert C?O bonds in under-utilized aryl methyl ethers enabling their adaptation for C?C cross-coupling reactions as less toxic surrogates to the ubiquitous haloarenes. The method reported enables C?C cross-coupling with readily available and economical arylboronic acid reagents, which is unprecedented, and compares well with other organoboron reagents with similarly high reactivity. Extension to directing group assisted chemo-selective C?O bond cleavage, and further application towards the synthesis of novel bifunctionalized biaryls is reported. Key to the success of this protocol is the use of directing groups proximal to the reaction center to facilitate the activation of the inert C?OMe bond.

Cobalt-catalyzed intramolecular decarbonylative coupling of acylindoles and diarylketones through the cleavage of C-C bonds

We report here cobalt-N-heterocyclic carbene catalytic systems for the intramolecular decarbonylative coupling through the chelation-assisted C-C bond cleavage of acylindoles and diarylketones. The reaction tolerates a wide range of functional groups such as alkyl, aryl, and heteroaryl groups, giving the decarbonylative products in moderate to excellent yields. This transformation involves the cleavage of two C-C bonds and formation of a new C-C bond without the use of noble metals, thus reinforcing the potential application of decarbonylation as an effective tool for C-C bond formation. This journal is

Palladium-Catalyzed C-H Bond Functionalization Reactions Using Phosphate/Sulfonate Hypervalent Iodine Reagents

A new and operationally simple approach for palladium-catalyzed C-H functionalization reactions utilizing an organophosphorus/sulfonate hypervalent iodine reagent as both an oxidant and the source of a functional group has been developed. Through this method, the oxidative phosphorylation-, sulfonation-, and hydroxylation of unactivated benzyl C(sp3)-H bonds, along with the hydroxylation and arylation of aryl C(sp2)-H bonds, are successfully realized under mild conditions and with excellent site-selectivity. The versatile C-OSO2R bond provides a platform for a wide array of subsequent diversification reactions.

Nickel-Catalyzed Intramolecular Coupling of Sulfones via the Extrusion of Sulfur Dioxide

We describe a method for intramolecular desulfonylative coupling using bis(cyclooctadiene)nickel as a catalyst. A broad range of aromatic, heteroaromatic and aliphatic sulfones can be utilized as substrates in this process. This method provides an atom-economical route to the synthesis of various biaryls and an efficient tool for the catalytic conversion of sulfonyl groups, representing a significant advancement in organic synthesis. (Figure presented.).

Hydrophilic (ν6-Arene)-Ruthenium(II) Complexes with P-OH ligands as catalysts for the isomerization of allylbenzenes and C-H bond arylation reactions in water

Half-sandwich ruthenium(II) complexes containing ν6-coordinated 3-phenylpropanol and phosphinous-acid-type ligands, namely, [RuCl2(ν6-C6H5CH2CH2CH2OH){P(OH)R2}] (R = Me (2a), Ph (2b), 4-C6H4CF3 (2c), 4-C6H4OMe (2d), OMe (2e), OEt (2f), and OPh (2g), have been synthesized in 44-88% yield by reacting [RuCl2{ν6:κ1(O)-C6H5CH2CH2CH2OH}] (1) with the appropriate pentavalent phosphorus oxide R2P(═O)H. The structure of [RuCl2(ν6-C6H5CH2CH2CH2OH){P(OH)Me2}] (2a) was unequivocally confirmed by X-ray diffraction methods. Compounds 2a-g proved to be catalytically active in the isomerization of allylbenzenes into the corresponding (1-propenyl)benzene derivatives employing water as the sole reaction solvent, with [RuCl2(ν6-C6H5CH2CH2CH2OH){P(OH)(OPh)2}] (2g) showing the best performance and a broad substrate scope (73-93% isolated yields with E/Z ratios around 90:10 employing 1 mol % of 2g and 3 mol % of K2CO3, and performing the catalytic reactions at 80 °C for 4-24 h). The results herein presented show for the first time the utility of phosphinous acids as auxiliary ligands for metal-catalyzed olefin isomerization processes, reactions in which a cooperative role for the P - OH unit is proposed. On the other hand, the utility of complexes 2a-g as catalysts for ortho-arylation reactions of 2-phenylpyridine in water is also briefly discussed.

Combination of RuCl3·: X H2O with PEG-a simple and recyclable catalytic system for direct arylation of heteroarenes via C-H bond activation

A simple and recyclable catalytic system for direct arylation of heteroarenes via C-H bond activation was developed with a relatively inexpensive RuCl3·xH2O as a catalyst and PEG-400 as a green medium without any additive or ligand.

Arylation of pyridines via suzuki-miyaura cross-coupling and pyridine-directed C-H activation using a continuous-flow approach

Suzuki-Miyaura cross-coupling reactions between heteroaryl bromides and arylboronic acids were performed employing a continuous-flow approach using a simple flow reactor designed in-house. Pd(PPh3)4 was used as catalyst, and arylboronic acids containing both electron-withdrawing and electron-donating groups were applied. The coupling process required 23 minutes of residence time to be completed and generally good yields were obtained. Subsequent arylation of 2-phenyl pyridine was carried out via a C-H activation strategy using substituted bromobenzene compounds and a ruthenium(II) catalyst. To the best of our knowledge in this work we present for the first time the possibility of performing intermolecular C-H activation in a continuous-flow system. Georg Thieme Verlag Stuttgart, New York.

Palladium(II)-catalyzed oxidative ortho -arylation of 2-phenylpyridines

A palladium(II)-catalyzed oxidative ortho-arylation of 2-phenylpyridines via direct C-H activation with aryl boric acids is described. The reaction could be conducted under mild conditions in the presence of Pd(OAc) 2/Cu(OTf)2/TBHP system, and a variety of the azacyclic compounds bearing a biaryl unit were obtained with moderate to good yields. Georg Thieme Verlag Stuttgart, New York.