1215003-90-9

Upstream product

• 1008-89-5 2-phenylpyridine 
• 2845-89-8 1-chloro-3-methoxy-benzene 
• 5957-89-1 2-(2-methoxy-phenyl)-pyridine 
• 10365-98-7 3-methoxyphenylboronic acid 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 109-04-6 2-bromo-pyridine 
• 1449414-89-4 (2-(3-methoxyphenyl))(2-(pyridin-2’-yl)phenyl)methanone 
• 591-31-1 3-methoxy-benzaldehyde 
• 766-85-8 3-methoxy-1-iodobenzene 
• 35692-26-3 3-trimethoxyphenyltrimethoxysilane 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 

Relevant academic research and scientific papers

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.

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.

Palladium-Catalyzed Direct Monoarylation of Aryl C?H Bonds with Iodoarenes

The transition-metal-catalyzed direct arylation of nonactivated aryl C?H bonds with iodoarenes has emerged as an important method for the construction of biaryls. Generally, the direct arylation reaction proceeds in the presence of stoichiometric Ag additives; moreover, the diarylation product is often unavoidable if there are two identical aromatic C?H bonds in the substrate. Herein we disclose an efficient Pd(OAc)2/trifluoroacetic acid/O2 catalytic system that promotes direct arylation reactions of a variety of aromatic C?H bonds with diverse iodoarenes under Ag-free conditions. The coupling reaction possesses a complete monoarylation selectivity. This approach provides a straightforward, facile, and economical route to biaryls.

Acetamide as cocatalyst for the nitrogen-directed coupling of arenes with aryl chlorides through ruthenium-catalyzed c-h activation

A simple and highly efficient method for the cross-coupling of aromatics by C-H activation is described. Acetamide was found to be an effective cocatalyst for this generally applicable ruthenium(II)-catalyzed direct arylation reaction. A wide range of dea

Palladium-catalyzed direct ortho C-H arylation of 2-arylpyridine derivatives with aryltrimethoxysilane

A Pd(OAc)2-catalyzed cross-coupling reaction between 2-arylpyridine and aryltrimethoxysilane in the presence of AgF and BQ in 1,4-dioxane was studied. After various reaction parameters (catalyst, oxidant, additive, solvent and reaction temperat

Direct cross-coupling of C-H bonds with grignard reagents through cobalt catalysis

Go go Grignard! The first highly regioselective, cobalt-catalyzed C-H transformation of benzo[h]quinoline and phenylpyridine derivatives with Grignard reagents at room temperature has been achieved (see scheme). Both aryl and alkyl Grignard reagents showed significant reactivity.

Rhodium-catalyzed oxidative C-H arylation of 2-arylpyridine derivatives via decarbonylation of aromatic aldehydes

A new concept for aryl-aryl coupling that involves oxidative decarbonylative coupling of aryl C-H bonds and readily available aldehydes has been developed, achieving the aryl-aryl union with complete control of reaction sites.

RuCi3 xH2O-catalyzed direct arylation of arenes with aryl chlorides in the presence of triphenylphosphine

A study was conducted to demonstrate the RuCl3·xH 2O catalytic system for direct arylation of arenes with aryl chlorides. The phenylation of benzo[h]quinoline with chlorobenzene was investigated under preliminary studies. The reaction of benzo[h]quinoline and chlorobenzene N-methyl-2-pyrrolidone (NMP) formed Ph as the only product in 86-93% yields at 120-130 8C in the presence of K2CO3 using 5 mol% RuCl3·xH2O and 10 mol% PPh3. It was observed that the presence of an excess of ligand did not affect formation of Ph, while sub-stoichiometric ligand amounts led to a reduced conversion for benzo[h]quinoline. The arylation and benzylation of benzo[h]quinoline with various aryl chlorides was also investigated under the study.