1446402-72-7

Upstream product

• 15796-89-1 N-methyl-N-phenylmethacrylamide 
• 80-17-1 benzenesufonyl hydrazide 
• 873-55-2 sodium benzenesulfonate 
• 62-53-3 aniline 
• 1611-83-2 2-methyl-N-phenylacrylamide 
• 618-41-7 Benzenesulfinic acid 
• 66003-76-7 Diphenyliodonium triflate 
• 144930-50-7 mesityl(phenyl)iodonium triflouromethanesulfonate 
• 6293-66-9 diphenyliodonium p-toluenesulfonate 
• 1483-72-3 diphenyliodonium chloride 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 53243-15-5 2-ethynyl-1H-benzo[d]imidazole 
• 260359-31-7 2-β-phenylacetylenylbenzimidazole 
• 3314-30-5 1H-benzoimidazole-2-carboxaldehyde 

Downstream Products

• 1588430-09-4 1,3-dimethyl-3-(1-(phenylsulfonyl)propyl)indolin-2-one 
• 1588430-10-7 1,3-dimethyl-3-(1-(phenylsulfonyl)but-3-en-1-yl)indolin-2-one 
• 1588430-07-2 1,3-dimethyl-3-((phenylsulfonyl)methyl)indoline 
• 1588430-11-8 3-(bromo(phenylsulfonyl)methyl)-1,3-dimethylindolin-2-one 
• 1588430-08-3 1,3-dimethyl-3-(1-(phenylsulfonyl)ethyl)indolin-2-one 

Relevant academic research and scientific papers

Ethylene Glycol: A Green Solvent for Visible Light-Promoted Aerobic Transition Metal-Free Cascade Sulfonation/Cyclization Reaction

With ethylene glycol as a green solvent, a general transition metal-free photocatalytic system using 9-mesityl-10-methylacridinium perchlorate (Acr+?Mes ? ClO4?) as catalyst was developed for the synthesis of sulfone-conta

Visible-Light-Induced Radical Cascade Reaction of 1-Allyl-2-ethynylbenzoimidazoles with Thiosulfonates to Assemble Thiosulfonylated Pyrrolo[1,2-a]benzimidazoles

A visible-light-induced radical domino reaction of 1-allyl-2-ethynylbenzoimidazoles with thiosulfonates was developed, which generated the thiosulfonylated pyrrolo[1,2-a]benzimidazoles in moderate to good yields. This reaction proceeded under transition-metal-free conditions with good functional group tolerance and high regioselectivity. The possible pathway involved thiosulfonates were activated through the energy transfer route promoted by photocatalysis.

Hydrogen and Sulfonyl Radical Generation for the Hydrogenation and Arylsulfonylation of Alkenes Driven by Photochemical Activity of Hydrogen Bond Donor-Acceptor Complexes

An efficient photoinduced strategy for the hydrogenation and arylsulfonylation of alkenes has been developed. The reaction afforded a range of hydrogenated products and sulfonated oxindoles in high yields under external photocatalyst-free, oxidant- and reductant-free conditions. Mechanistic investigations suggested this transformation is driven by the photochemical activity of hydrogen bond donor-acceptor complex, generated from the substrates of arylsulfinic acids and C6-(vinyl sulfone)phenanthridines or N-arylacrylamides via hydrogen bond interaction. (Figure presented.).

Visible-Light-Induced 3-Component Synthesis of Sulfonylated Oxindoles by Fixation of Sulfur Dioxide

A novel, visible-light-induced 3-component synthesis of sulfonylated oxindoles from N-arylacrylamides, diaryliodonium salts and sulfur dioxide is described. The reaction provides simple access to a wide variety of 3-[(arylsulfonyl)methyl]indolin-2-ones in moderate to excellent yields under mild conditions at room temperature. The transformation proceeds in the absence of any external photosensitizer and enables an efficient, solely visible-light-driven fixation of sulfur dioxide.

Copper-Catalyzed Arylsulfonylation and Cyclizative Carbonation of N-(Arylsulfonyl)acrylamides Involving Desulfonative Arrangement toward Sulfonated Oxindoles

Sulfonated oxindoles are accessed by a Cu(OAc)2-catalyzed three-component reaction of N-(arylsulfonyl)acrylamides, DABSO, and aryldiazonium tetrafluoroborates. This transformation is triggered by the formation of arylsulfonyl radicals in situ from the reaction of aryldiazonium tetrafluoroborates and DABSO. Afterward, the sequential radical addition, radical cyclization, and desulfonylative 1,4-aryl migration take place to provide the final product by the formation of four new bonds in one pot. This procedure shows good functional group tolerance.

Transition-Metal-Free TBAI-Facilitated Addition-Cyclization of N-Methyl-N-arylacrylamides with Arylaldehydes or Benzenesulfonohydrazides: Access to Carbonyl- and Sulfone-Containing N-Methyloxindoles

A highly efficient addition-cyclization of N-methyl-N-arylacrylamides with arylaldehydes or benzenesulfonohydrazides was developed using a catalytic amount of the quaternary ammonium salt (TBAI) under metal-free conditions, leading to the carbonyl- and sulfone-containing oxindoles. Compared to previous methods, which require excessive amounts of explosive organic peroxides and precious or toxic metal reagents, the present protocol, which gave access to 3,3-disubstituted oxindoles, is a safe and green approach, resulting in the formation of various useful carbonyl- and sulfone-containing oxindoles in yields of 40-94%.

Disulfides as Sulfonylating Precursors for the Synthesis of Sulfone-Containing Oxindoles

The first facile one-pot synthesis of sulfone-containing oxindoles with easily accessible disulfides as the sulfonylating precursors is described. This reaction occurs smoothly under transition metal-free conditions and shows excellent functional group tolerance, allowing the facile and efficient green synthesis of various sulfone-containing oxindoles in aqueous solution. Preliminary mechanistic studies reveal that both water (H2O) and potassium persulfate (K2S2O8) can be the oxygen source of the sulfone groups in the products. (Figure presented.).

Iron-catalyzed arylsulfonylation of activated alkenes

An efficient iron-catalyzed arylsulfonylation of activated alkenes has been developed. The protocol uses readily available N-acryl-N-substituted benzenesulfonamides and arylsulfinic acids as the starting materials, inexpensive iron salt as the catalyst, and environmentally friendly oxygen in air as the oxidant. α-Aryl-β-sulfonyl amides containing a quarternary stereocenter were obtained using N-acryl-N-alkyl benzenesulfonamides as the substrates.

Visible-Light Photoredox Catalysis: Direct Synthesis of Sulfonated Oxindoles from N-Arylacrylamides and Arylsulfinic Acids by Means of a Cascade C-S/C-C Formation Process

A novel photocatalytic synthesis of sulfonated oxindoles from N-arylacrylamides and arylsulfinic acids was developed by means of a cascade C-S/C-C bond-formation process. This method provides mild, efficient, and atom-economical access to various sulfonated oxindoles in water. Let there be light! A novel photocatalytic synthesis of sulfonated oxindoles from N-arylacrylamides and arylsulfinic acids was developed by means of a cascade C-S/C-C bond-formation process. This method provides mild, efficient, and atom-economical access to various sulfonated oxindoles in water (see scheme).

Iron-catalyzed aerobic difunctionalization of alkenes: A highly efficient approach to construct oxindoles by C-S and C-C bond formation

A novel iron-catalyzed efficient approach to construct sulfone-containing oxindoles, which play important roles in the structural library design and drug discovery, has been developed. The use of readily available benzenesulfinic acids, an inexpensive iron salt as the catalyst, and air as the oxidant makes this sulfur incorporation protocol very efficient and practical. This journal is the Partner Organisations 2014.