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Relevant academic research and scientific papers

Cobalt-catalyzed N-arylation of nitrogen nucleophiles in water

The first cobalt-catalyzed N-arylation of nitrogen heterocycles with electrophilic aryl halides in water mediated by a combination of readily available and cheap CoCl2·6H2O with the chelating diamine was reported. Investigation of the ligand system show that the reaction proceeds through a biphasic system with the best yield achieved when the reaction is carried out using a combination of CoCl2·6H 2O and N,N'-dimethylethylenediamine (dmeda). Aryl iodides are found to be more reactive than aryl bromides as electophilic counterpart in the coupling reactions, producing the products in much higher yields. Heterocycles, such as indole and 7-azaindole are found to be effective nucleophilic counterparts for the coupling process and produce N-phenyl derivatives.

Copper-catalyzedortho-selective direct sulfenylation ofN-aryl-7-azaindoles with disulfides

A copper-catalyzed direct C-H chalcogenation ofN-aryl-azaindoles with disulfides is described. This transformation was performed using Earth abundant Cu(OAc)2as a catalyst, benzoic acid as an additive, air as a terminal oxidant, and readily available diaryl and dialkyldisulfides (or diselenide) as chalcogenation reagents. High functional group tolerance and excellent regioselectivity are demonstrated by the efficient preparation of a wide range ofortho-sulfenylation-7-azaindoles.

Rhodium-catalyzed regioselective C(sp2)–H bond activation reactions of N-(hetero)aryl-7-azaindoles and cross-coupling with α-carbonyl sulfoxonium ylides

We described a protocol for rhodium-catalyzed C(sp2)–H bond activation reactions of N-(hetero)aryl-7-azaindoles and cross-coupling with α-carbonyl sulfoxonium ylides. In the C–H activation reaction, the 7-azaindole moiety acts as a directing gr

Ruthenium-Catalyzed Direct and Selective C-H Cyanation of N-(Hetero)aryl-7-azaindoles

An efficient, highly regioselective, and scalable ruthenium-catalyzed o-aryl C-H mono-cyanation of N-aryl-7-azaindoles to form N-(2-cyanoaryl)-7-azaindoles has been developed through N-directed ortho C-H activation using N-cyano-N-phenyl-p-toluenesulfonam

Rhodium-catalyzed regioselective C-H chlorination of 7-azaindoles using 1,2-dichloroethane

An unexpected rhodium-catalyzed regioselective C-H chlorination of 7-azaindoles was developed using 1,2-dichloroethane (DCE) as a chlorinating agent and 7-azaindole as the directing group. This protocol provides an efficient access to ortho-chlorinated azaindoles with operational simplicity, good functional group tolerance, and a wide substrate scope. (Chemical Equation Presented).

A manganese/copper bimetallic catalyst for C-N coupling reactions under mild conditions in water

An efficient and convenient bimetallic MnF2/CuI catalyst in combination with trans-1,2-diaminocyclohexane has been developed for the cross-coupling of nitrogen heterocycles with aryl halides in water at moderate temperature. A variety of nitrogen nucleophiles including pyrazole, 7-azaindole, indazole, indole, pyrrole and imidazole afforded the corresponding products in moderate to good yields (up to 94%) under the described arylation conditions.

Manganese-catalyzed cross-coupling reactions of nitrogen nucleophiles with aryl halides in water

A facile and convenient strategy for the assembly of N-arylated heterocycles has been demonstrated using a MnCl2·4H 2O/trans-1,2-diaminocyclohexane catalyst and K3PO 4 as the base in water.

Efficient cross-coupling reactions of nitrogen nucleophiles with aryl halides in water

A facile and practical strategy has been developed for the N-arylation of nitrogen nucleophiles with aryl halides catalyzed by a combination of iron(III) chloride [FeCl3] and dimethylethylenediamine (dmeda) in water. A variety of nitrogen nucleophiles including pyrazole, indole, 7-azaindole and benzamide afforded the N-arylated products in the presence of the catalytic system (in up to 88% yield).