17075-19-3

Usage

InChI:InChI=1/C10H9NO2S/c1-14(12,13)10-7-6-8-4-2-3-5-9(8)11-10/h2-7H,1H3

Upstream product

• 40279-26-3 2-(methylthio)quinoline 
• 2637-37-8 Quinoline-2-thiol 
• 1613-37-2 Quinoline N-oxide 
• 20277-69-4 sodium methansulfinate 
• 91-22-5 quinoline 
• 612-62-4 2-Chloroquinoline 
• 6560-83-4 2-iodoquinoline 

Downstream Products

• 51369-80-3 2-(3-phenyl-oxiranyl)-quinoline 
• 877172-04-8 2-(2-bromo-4-methylanilino)quinoline 
• 877172-06-0 2-(2-bromo-4-methoxyanilino)quinoline 
• 877172-03-7 2-(2'-bromoanilino)quinoline 
• 243-38-9 6H-quinindoline 
• 205-54-9 quinolino<1,2-a>benzimidazole 

Relevant academic research and scientific papers

Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst

We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.

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.

Metal-free catalyzed arylsulfonylation of chloroquinoline with sodium arylsulfinates under microwave irradiation

An efficient protocol for the synthesis of 2-arylsulfonyl quinolines has been developed via a metal-free catalyzed cross-coupling reaction of chloroquinoline with sodium arylsulfinates in moderate-to-good yields under microwave irradiation. The reactions proceed with a wide range of substrates with good functional group tolerance.

Iodine/TBHP-Promoted One-Pot Deoxygenation and Direct 2-Sulfonylation of Quinoline N-Oxides with Sodium Sulfinates: Facile and Regioselective Synthesis of 2-Sulfonylquinolines

A highly efficient iodine/TBHP-mediated one-pot deoxygenative and regioselective 2-sulfonylation of quinoline N-oxides with sodium sulfinate salts has been developed. This metal-, base-, and phosphorus-free protocol employs readily accessible and easy-to-handle reagents and can be conveniently carried out at room temperature under mild conditions, providing an alternative access to a series of 2-sulfonylquinolines and other related heteroaryl sulfone products in moderate-to-excellent yields within a short reaction time.

Cu-Catalyzed Deoxygenative C2-Sulfonylation Reaction of Quinoline N-Oxides with Sodium Sulfinate

An unexpected Cu-catalyzed deoxygenative C2-sulfonylation reaction of quinoline N-oxides in the presence of radical initiator K2S2O8 was developed that used sodium sulfinate as a sulfonyl coupling partner. The mechanism studies indicate that the reaction proceeds via Minisci-like radical coupling step to give sulfonylated quinoline with good chemical yields.

Palladium-catalyzed intramolecular N-arylation of heteroarenes: A novel and efficient route to benzimidazo[1,2-a]quinolines

An efficient new route for the synthesis of benzimidazo-1,2-a]quinolines has been developed via the palladium-catalyzed intramolecular Buchwald-Harwtig aryl amination of newly synthesized 2-(2′-bromoanilino)quinolines.