1240487-53-9

Upstream product

• 109-04-6 2-bromo-pyridine 
• 98-80-6 phenylboronic acid 
• 1008-89-5 2-phenylpyridine 
• 98-56-6 4-chlorobenzotrifluoride 

Relevant academic research and scientific papers

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.

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.

Ruthenium(ii)-catalyzed selective monoarylation in water and sequential functionalisations of C-H bonds

The ruthenium(ii)-phosphine catalyst RuCl2(PPh 3)(p-cymene) operating water selectively leads to ortho monoarylation, with arylchlorides and heteroarylhalides, of functional arenes. Further catalytic heteroarylation with Ru(OAc)2(p-cymene) in water produces mixed bifunctional derivatives.

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