64495-58-5

Upstream product

• 612-62-4 2-Chloroquinoline 
• 64-17-5 ethanol 
• 873-55-2 sodium benzenesulfonate 
• 1613-37-2 Quinoline N-oxide 
• 618-41-7 Benzenesulfinic acid 
• 2005-43-8 2-bromoquinoline 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 6560-83-4 2-iodoquinoline 
• 98-09-9 benzenesulfonyl chloride 
• 4972-29-6 benzenesulphinyl chloride 
• 91-22-5 quinoline 
• 80-17-1 benzenesufonyl hydrazide 
• 22190-12-1 2-phenylsulfanyl-quinoline 
• 108-98-5 thiophenol 

Downstream Products

• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 59-31-4 2-quinolone 
• 618-41-7 Benzenesulfinic acid 
• 612-96-4 2-Phenylquinoline 

Relevant academic research and scientific papers

Metal-Free Aminomethylation of Aromatic Sulfones Promoted by Eosin Y

A metal-free α-aminomethylation of heteroaryls promoted by eosin Y under green light irradiation is reported. A large variety of α-trimethylsilylamines as precursor of α-aminomethyl radical species were engaged to functionalize sulfonyl-heteroaryls following a Homolytic Aromatic Substitution (HAS) pathway. This method has provided a range of α-aminoheteroaryl compounds including a functionalized natural product. The mechanism of this late-stage functionalization of aryls was investigated and suggests the formation of a sulfonyl radical intermediate over a reductive quenching cycle.

Ball-milling synthesis of sulfonyl quinolines: Via coupling of haloquinolines with sulfonic acids

An efficient and practical approach for the synthesis of sulfonyl quinolines via ball milling promoted coupling of haloquinolines with sulfonic acid under metal-, solvent- and additive-free conditions has been developed. In contrast to the solvent-based s

Hantzsch Ester as a Visible-Light Photoredox Catalyst for Transition-Metal-Free Coupling of Arylhalides and Arylsulfinates

Diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (HEH) has been utilized as a visible-light photoredox catalyst for the cross coupling of arylhalides and arylsulfinates without transition metal, sacrificial agent, and mediator. This method is compatible with various functional groups and provides diaryl sulfones in good to high yields. Mechanistic studies indicate that this reaction undergoes the stepwise light irradiation of HE?, single electron transfer (SET) in donor–acceptor complex (DAC) from *HE? to arylhalide, trapping of aryl radical with sulfinate, and SET oxidation of sulfone radical anion by HE. to sulfone by the DAC method.

Method for preparing heterocyclic sulfone organic compounds

The invention discloses a method for preparing heterocyclic sulfone organic compounds from heterocyclic aryl halogen and aryl sulfinate. The method comprises the following steps: 1, in an inert gas protection, according to the molar ratio of heterocyclic aryl halogen compounds, benzene sulfinate compound, inorganic alkali to HEH of 1:2:1.5:0.2, adding the reactants into a reaction container provided with a stirring device, then adding dimethyl sulfoxide, and carrying out stirring reaction for 24 hours at room temperature under blue LED irradiation, so as to obtain the heterocyclic sulfone organic compound. According to the invention, HEH is used as a catalyst for the first time under the condition of not adding any auxiliary transition metal catalyst and precious metal photosensitizer, anda series of cross-coupling reactions of heterocyclic aryl halogen and benzene sulfinate are realized. In addition, the whole process is green, efficient and easy to operate, and the method is excellent for synthesizing the heterocyclic sulfone organic compound.

SO2F2-mediated deoxygenative C2-sulfonylation of quinoline N-oxides with sodium sulfinates

A mild and efficient method for deoxygenative C2-sulfonylation of quinoline N-Oxides in the presence of a base has been developed employing extremely inexpensive SO2F2 as an activator and sodium sulfinate as nucleophilic sulfonylation source. It is noteworthy that the reaction proceeded well under metal- and oxidant-free conditions to give a variety of 2-sulfonylquinolines in medium to good yields.

Copper-Catalyzed Deoxygenative C2-Sulfonylation of Quinoline N -Oxides with DABSO and Phenyldiazonium Tetrafluoroborates for the Synthesis of 2-Sulfonylquinolines via a Radical Reaction

An efficient and practical method for the synthesis of 2-sulfonylquinolines through copper-catalyzed deoxygenative C2-sulfonylation of quinoline N -oxides with 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) and phenyldiazonium tetrafluoroborates is demonstrated. Products with various substituents were obtained in moderate to high yields.

Transition-metal- and oxidant-free three-component reaction of quinoline: N -oxides, sodium metabisulfite and aryldiazonium tetrafluoroborates via a dual radical coupling process

A convenient and straightforward three-component transformation of quinoline N-oxides, sodium metabisulfite and aryldiazonium tetrafluoroborates has been developed, providing the target products in moderate to good yields. Compared with previous studies, the present methodology avoids the use of transition-metal catalysts and excess oxidants, providing a simple and practical alternative approach for the construction of 2-sulfonylquinolines. Control experiments indicate that a dual radical coupling process is responsible for this reaction.

Visible-light-induced deoxygenative C2-sulfonylation of quinoline N-oxides with sulfinic acids for the synthesis of 2-sulfonylquinoline via radical reactions

A simple and efficient method for the synthesis of 2-sulfonylquinoline from deoxygenative C2-sulfonylation of quinoline N-oxides with sulfinic acid induced by visible light is presented. This protocol shows a broad substrate scope, and desired products wi

Visible-light-induced deoxygenative C2-sulfonylation of quinoline: N -oxides with sulfinic acids

The first example of visible-light-induced deoxygenative C2-sulfonylation of quinoline N-oxides with sulfinic acids in the presence of an organic dye as the catalyst was developed. The reaction conditions are eco-friendly and mild, employing ambient air as the sole oxidant and aqueous acetone solution as the solvent. This approach requires only a very low catalyst loading, allowing gram-scale preparation as well as late-stage modification of biologically active compounds bearing quinoline groups.

Direct coupling of haloquinolines and sulfonyl chlorides leading to sulfonylated quinolines in water

A simple and efficient method has been developed for construction of sulfonylated quinolines via coupling of haloquinolines and sulfonyl chlorides in water. The present methodology provides an attractive approach to various sulfonylated quinolines in moderate to good yields with favorable functional group tolerance, which has the advantages of operation simplicity, readily available starting materials, excellent regioselectivity, scale-up synthesis, and organic solvent-free conditions.