33604-66-9

Upstream product

• 536-57-2 p-toluene sulfinic acid 
• 17333-82-3 4-bromo-benzenediazonium ion 
• 589-21-9 (4-bromophenyl)hydrazine 
• 98-59-9 p-toluenesulfonyl chloride 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 712299-29-1 N’-(p-bromophenyl) p-toluenesulfonyl hydrazide 

Downstream Products

• 138907-76-3 ethyl 1-(4-bromophenyl)-1H-pyrazole-4-carboxylate 
• 24743-61-1 2-(2-(4-bromophenyl)hydrazono)-1,3-diphenylpropane-1,3-dione 
• 680983-44-2 [Fe(C₅H₅)(C₅H₄NHC₆H₄Br)] 
• 28192-39-4 4-bromotelluroanisole 

Relevant academic research and scientific papers

Modular Synthesis of Alkylarylazo Compounds via Iron(III)-Catalyzed Olefin Hydroamination

A novel Fe-catalyzed olefin hydroamination with aryldiazo sulfones for accessing alkylarylazo compounds has been successfully developed. Aryldiazo sulfones are used as radical acceptors, and N-N double bonds will be regenerated when an arene sulfonyl grou

Copper-catalyzed synthesis of aryldiazo sulfones from arylhydrazines and sulfonyl chlorides under mild conditions

In this paper, aryldiazo sulfones are prepared from tandem sulfonylation/dehydrogenation reactions of arylhydrazines and sulfonyl chlorides. The transformations proceed well in the presence of catalytic CuSO4·5H2O, leading to aryldiazo sulfones in good to excellent yields. It is believed that this protocol represents a safe and convenient model for the synthesis of these versatile aryldiazo sulfones under mild conditions.

Reactions of arylazosulfones with the conjugate bases of (tert-butoxycarbonyl)methyl and tosylmethyl isocyanide. Synthesis of substituted 1-arylimidazoles

The reactions of arylazosulfones 1 (ArN = NSO2Ar') with the potassium salts of (tert-butoxycarbonyl)methyl 2 and tosylmethyl isocyanide 3 in DMSO afford 4,5-bis(tert-butoxycarbonyl)- 4 and 4-tosyl-1-arylimidazoles 5, respectively. Yields of imidazoles 4 and 5 vary from moderate to excellent depending on the nature both of Ar in 1 and of the nucleophile (2 or 3) employed. A comparison of the results obtained with those relevant to the reactions of the same nucleophiles with nitrosobenzene in analogous experimental conditions provides useful mechanistic indications on the transformation of 1 to 4 or 5.