56075-37-7

Upstream product

• 17696-73-0 methylsulfinic acid 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 20277-69-4 sodium methansulfinate 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 42498-38-4 N-(tert-butyl)-4-bromobenzamide 
• 64544-19-0 N-(2-morpholinoethyl)-4-bromobenzamide 
• 196394-93-1 methyl 2-[(4-bromophenyl)methyl]prop-2-enoate 
• 18648-66-3 1-bromo-4-(2,2-diphenylvinyl)benzene 
• 68716-49-4 p-bromophenylboronic acid pinacol ester 
• 108-86-1 bromobenzene 
• 13122-33-3 1-bromo-4-deuteriobenzene 
• 937-11-1 (4-bromophenyl)trimethylstannane 
• 333-47-1 1-bromo-4-(trifluoromethyl)thiobenzene 
• 109019-09-2 (4-bromophenyl)(phenyl)selane 
• 40640-47-9 2-(2-(4-bromophenyl)hydrazono)-5,5-dimethylcyclohexane-1,3-dione 
• 24756-09-0 3-(2-(4-bromophenyl)hydrazineylidene) pentane-2,4-dione 
• 25186-92-9 1-bromo-4-(phenylsulfinyl)benzene 
• 104-95-0 (4-bromophenyl)thioanisole 

Relevant academic research and scientific papers

Visible light-promoted formation of C-B and C-S bonds under metal- A nd photocatalyst-free conditions

A green, efficient, photoinduced synthesis of arylboronic esters and aryl sulfides has been developed. Bench stable arylazo sulfones were used as radical precursors for a photocatalyst- A nd additive-free carbon-heteroatom bond formation under visible light. The protocols are applicable to a wide range of substrates, providing products in good yields.

Process for converting substituted arylamine into arylazomethyl sulfone

The invention discloses a method for converting substituted arylamine into arylazomethyl sulfone. The method comprises the following steps of: uniformly mixing arylamine, sodium nitrite and an aqueous tetrafluoroboric acid solution, conducting reacting at 0-5 DEG C for 1-2 hours, and performing filtering to remove water so as to obtain a solid aryldiazonium salt; and uniformly mixing the aryldiazonium salt, sodium methanesulfinate and a solvent, conducting reacting for 8-12 hours at a temperature of 0-5 DEG C, performing filtering to remove insoluble solids, concentrating a filtrate obtained after filtering and carrying out recrystallizing to obtain solid arylazomethyl sulfone. According to the invention, water in the aqueous tetrafluoroboric acid solution is directly used as a reaction solvent in the first step, and 1,2-dichloroethane is used as a solvent in the second step, so the problem of low yield of existing preparation methods for arylazomethyl sulfone can be well improved.

Metal-Free Trifluoromethylthiolation of Arylazo Sulfones

A visible-light-driven protocol for the synthesis of aryl trifluoromethyl thioethers under photocatalyst- and metal-free conditions has been pursued. The procedure exploits the peculiar properties of arylazo sulfones (having electron-rich or electron-poor substituents on the (hetero)aromatic ring) as photochemical precursors of aryl radicals and S-trifluoromethyl arylsulfonothioates as easy-to-handle trifluoromethylthiolating agents.

Visible-Light-Driven Synthesis of Arylstannanes from Arylazo Sulfones

The visible-light-driven preparation of (hetero)aryl stannanes was carried out under both photocatalyst- and metal-free conditions via irradiation of arylazo sulfones in the presence of hexaalkyldistannanes. The reaction shows a high efficiency and a wide substrates scope. The resulting crude organotin derivatives can be directly employed in a Stille protocol.

Visible Light-Driven, Photocatalyst-Free Arbuzov-Like Reaction via Arylazo Sulfones

A visible light-induced formation of Aryl-Phosphorous bonds starting from arylazo sulfones and triaryl (or trialkyl)phosphites in the absence of any photoredox catalyst and any additives was developed. This reaction showed a broad substrate scope and afforded (hetero)aryl phosphonates in good yields and in up to the gram scale.

Additive- and Photocatalyst-Free Borylation of Arylazo Sulfones under Visible Light

We developed a photocatalyst-free and additive-free, visible light induced borylation reaction using arylazo sulfones as starting material. This protocol shows some advantages such as mild conditions, simple equipment, and wide substrate scope, which gives a complementary protocol for the preparation of arylboronates.

A Visible-Light-Driven, Metal-free Route to Aromatic Amides via Radical Arylation of Isonitriles

The photochemical metal-free carboamidation of aryl radicals has been exploited for the preparation of aromatic amides, including hetero- and polyaromatic derivatives, under visible light irradiation of arylazo sulfones in the presence of isocyanides in aqueous acetonitrile. The process was useful for the smooth preparation of the antidepressant moclobemide. (Figure presented.).

Visible light promoted metal- and photocatalyst-free synthesis of allylarenes

The metal- and photocatalyst-free synthesis of substituted allylarenes has been carried out under visible light driven conditions. The process was based on the photogeneration of aryl radicals from arylazo sulfones and their ensuing reaction with allyl sulfones. The developed procedure was very efficient when using substrates bearing electron-withdrawing groups, and allowed for the preparation of α-benzyl styrenes and 2-benzyl acrylates in good yields.