Ruthenium-catalyzed Oxidative Coupling Research Articles

Ruthenium-catalyzed oxidative coupling of vinylene carbonate with isoxazoles: access to fused anthranils.

A ruthenium-catalyzed oxidative coupling of vinylene carbonate with isoxazoles has been developed to achieve the direct C-H formylmethylation of a diverse array of arylisoxazoles utilizing the isoxazole ring as the directing group. A simple manipulation of the established reaction conditions leads to the formation of fused-anthranils. Importantly, the vinylene carbonate functions as both a formylmethyl cation equivalent through a decarboxylation process and an acetylene equivalent. Control experiments were conducted to elucidate a plausible mechanism. This methodology is expected to provide a facile and expeditious approach for the synthesis of formylmethyl isoxazoles and fused-anthranils.

Synthesis of α,β-Epoxy Ketones by Ruthenium-Catalyzed Oxidative Coupling

Key words epoxy ketones - photoredox reaction - oxidative coupling - styrenes - benzaldehydes

ChemInform Abstract: Ruthenium‐Catalyzed Oxidative Coupling of 2‐Aryl‐4‐quinazolinones with Olefins: Synthesis of Pyrrolo[2,1‐b]quinazolin‐9(1H)‐one Motifs.

A ruthenium-catalyzed oxidative coupling of 2-aryl-quinazolinones with olefins via C–H bond activation followed by an intramolecular aza-Michael reaction is described. This strategy allows the direct and efficient construction of pyrrolo[2,1-b]quinazolin-9(1H)-one scaffolds.

Ruthenium-catalyzed oxidative coupling of 2-aryl-4-quinazolinones with olefins: synthesis of pyrrolo[2,1-b]quinazolin-9(1H)-one motifs.

A ruthenium-catalyzed oxidative coupling of 2-aryl-quinazolinones with olefins via C-H bond activation followed by an intramolecular aza-Michael reaction is described. This strategy allows the direct and efficient construction of pyrrolo[2,1-b]quinazolin-9(1H)-one scaffolds.

Ruthenium-Catalyzed Regioselective C2 Alkenylation of Indoles and Pyrroles via C–H Bond Functionalization

An efficient ruthenium-catalyzed oxidative coupling of indoles and pyrroles with various alkenes at the C2-position assisted by employing the N,N-dimethylcarbamoyl moiety as a directing group is reported. The catalytic reaction proceeds in an excellent regio- and stereoselective manner.

ChemInform Abstract: Ruthenium‐Catalyzed Regioselective Oxidative Coupling of Aromatic and Heteroaromatic Esters with Alkenes under an Open Atmosphere.

A ruthenium-catalyzed oxidative coupling of substituted aromatic and heteroaromatic esters with alkenes in the presence of catalytic amounts of AgSbF6 and Cu(OAc)2 to provide highly substituted alkene derivatives in good to excellent yields under an open atmosphere is described.

Ruthenium-catalyzed regioselective oxidative coupling of aromatic and heteroaromatic esters with alkenes under an open atmosphere

A ruthenium-catalyzed oxidative coupling of substituted aromatic and heteroaromatic esters with alkenes in the presence of catalytic amounts of AgSbF(6) and Cu(OAc)(2) to provide highly substituted alkene derivatives in good to excellent yields under an open atmosphere is described.

Ruthenium-catalyzed oxidative coupling and cyclization between 2-aminobenzyl alcohol and secondary alcohols leading to quinolines

2-Aminobenzyl alcohol is oxidatively coupled and cyclized with secondary alcohols in dioxane at 80°C in the presence of a catalytic amount of RuCl 2(PPh 3) 3 and KOH along with 1-dodecene as a sacrificial hydrogen acceptor to give the corresponding quinolines in good yields. The cyclization is applicable to a wide range of alkyl(aryl) and alkyl(alkyl) carbinols. The catalytic pathway seems to be proceeded via a sequence involving initial oxidation of both substrates to carbonyl compounds, cross aldol reaction, and cyclodehydration.