62141-43-9

Upstream product

• 612-62-4 2-Chloroquinoline 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 1613-37-2 Quinoline N-oxide 
• 98-59-9 p-toluenesulfonyl chloride 
• 530-48-3 1,1-Diphenylethylene 
• 91-22-5 quinoline 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 2005-43-8 2-bromoquinoline 
• 6560-83-4 2-iodoquinoline 
• 536-57-2 p-toluene sulfinic acid 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 

Relevant academic research and scientific papers

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.

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.

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

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

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.

TsCl-promoted sulfonylation of quinoline N-oxides with sodium sulfinates in water

An eco-friendly protocol for the synthesis of various 2-sulfonyl quinolines/pyridines through sulfonylation of heteroaromatic N-oxides with sodium sulfinates in water at ambient temperature under metal- and oxidant-free conditions has been developed. The mild reaction conditions, high reaction efficiency, operational simplicity, short reaction time and remarkable functional-group compatibility make the developed protocol very attractive for the preparation of 2-sulfonyl N-heteroaromatic compounds.

Exogenous-oxidant-and catalyst-free electrochemical deoxygenative C2 sulfonylation of quinoline: N-oxides

An exogenous-oxidant-and catalyst-free electrochemical deoxygenative C2 sulfonylation reaction has been achieved. By employing quinoline N-oxides as the starting materials, the electrochemical C-H sulfonylation of electron-deficient quinolines was indirectly achieved at room temperature and a variety of sulfonylated quinoline derivatives were synthesized in modest to high yield with excellent regioselectivity. Notably, this protocol is the first example for synthesizing sulfonylated electron-deficient heteroarenes/arenes through electrochemistry.

Synthetic method of 2-arylsulfonyl quinoline derivatives

The invention discloses a synthetic method of 2-arylsulfonyl quinoline derivatives. 2-halo-quinoline compounds, aryl sulfonyl chloride compounds and sulfite are subjected to one-pot reaction in an aqueous solution under ultrasonication, and the 2-arylsulfonyl quinoline derivatives are synthesized. The method has the advantages of easily available raw materials, simple, mild, green and energy-saving reaction conditions, high reaction selectivity and yield and excellent compatibility of substrate functional groups; the 2-arylsulfonyl quinoline derivatives can be particularly obtained by filtering and direct separation, so that production cost is reduced, the problem of environmental pollution caused by the traditional method is solved, and the method is environmentally friendly and has higher application value.