32857-49-1

Upstream product

• 6911-87-1 4-bromo-N-methylaniline 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 106-40-1 4-bromo-aniline 
• 32857-48-0 N-(4-bromophenyl)-4-methylbenzenesulfonamide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 639520-70-0 4-(N-tert-butyloxycarbonyl-N-methylamino)phenyl bromide 
• 53973-85-6 N-Methyl-2-(4-methylphenylsulfonyl)benzolamin 
• 95793-81-0 5-Methyl-2-benzoesaeure 
• 16879-68-8 4-benzoesaeure 

Relevant academic research and scientific papers

Synthesis of sulfonamides: Via copper-catalyzed oxidative C-N bond cleavage of tertiary amines

A copper-catalyzed coupling reaction of sulfonyl chlorides with tertiary amines via the oxidative C-N bond cleavage of tertiary amines was developed. Sulfonamides were synthesized using this strategy in moderate to good yields. The reaction was applicable to various tertiary amines, as well as sulfonyl chlorides.

Synthesis of sulfonamides via I2-mediated reaction of sodium sulfinates with amines in an aqueous medium at room temperature

An efficient I2-mediated approach for the synthesis of sulfonamides at room temperature using water as the solvent has been developed. This method for the synthesis of sulfonamides is quite convenient and environmentally friendly. In addition, the purification procedure of the desired products becomes very easy. This journal is

Gold-catalysed oxyarylation of styrenes and mono- and gem-disubstituted olefins facilitated by an iodine(III) oxidant

1-Hydroxy-1,2-benziodoxol-3(1H)-one (IBA) is an efficient terminal oxidant for gold-catalysed, three-component oxyarylation reactions. The use of this iodine(III) reagent expands the scope of oxyarylation to include styrenes and gem-disubstituted olefins, substrates that are incompatible with the previously reported Selectfluor-based methodology. Diverse arylsilane coupling partners can be employed, and in benzotrifluoride, homocoupling is substantially reduced. In addition, the IBA-derived co-products can be recovered and recycled. The I's have it: The unprecedented use of an iodine(III) reagent as the terminal oxidant for gold-catalysed oxyarylation allows the substrate scope to be significantly expanded; in addition to monosubstituted olefins, styrenes and gem-disubstituted olefins are well tolerated (see scheme). With benzotrifluoride as solvent, unproductive homodimerisation of the arylsilane coupling partner is effectively suppressed. Copyright

SULFONAMIDE DERIVATIVES

The present invention relates to microbicides for agricultural or horticultural use containing sulfonamide derivative of, for example, a formula (I):or a salt thereof,[wherein A1is (1) an aryl group which may be substituted or (2) a heterocyclic group which may be substituted, X1is (1) a chemical bond, (2) a methylene group which may be substituted, or (3) a vinylene group which may be substituted, B1is a five-membered heterocyclic group comprising nitrogen or sulfur atoms as the ring-constructing atoms except for carbon atoms and may be substituted or a condensed heterocyclic group which may be substituted, Z1is (1) a hydrocarbon group which may be substituted, (2) an acyl group which may be substituted, (3) formyl group, (4) an amino group which may be substituted, (5) a group represented by -N=CR1R2(wherein each of R1and R2is a hydrogen atom or a hydrocarbon group which may be substituted), (6) a cyclic amino group, (7) a group represented by -OR3(wherein R3is a hydrogen atom, a hydrocarbon group which may be substituted, an acyl group which may be substituted, formyl group or an alkylsulfonyl group which may be substituted) or (8) -S(O)nR4(wherein n stands for an integer from 0 to 2, R4stands for a hydrogen atom or a hydrocarbon group which may be substituted). The said compounds or the salts thereof are sulfonamide derivatives with microbicidal action, areuseful as excellent microbicides for agricultural or horticultural use, because they are safe, and they have little influence on human beings, farm animals, natural enemies, or the environment, and exert excellent control effects even on resistant microbes.

Possibilities and Limits of the Carbanionically Induced Sulfonamide-Aminosulfone Rearrangement

When transfering the title reaction to the 2- and 1-naphthyltoluenesulfonamides 5 and 10, the -shift of the arylsulfonyl group proceeds into the 3- and 2-position (to give 9 and 12, respectively), which is in full compliance with optimal conjugative and steric conditions for the relevant intermediates 8 and 11.Attemps to initiate comparable -rearrangements through the o-lithiated biphenyl derivative 17 and the p-lithiated N-phenyltoluenesulfonamide 23 led again, after extended transmetalation cascades, to the conventional -rearrangement products 22 and 32, respectively.In attempting to cause in the o-tolylbenzenesulfonamide 49 an anionically induced -sulfonyl shift into the benzyl position, two fragments of the starting molecule combined to give the novel heteropolycycle 51.Finally, it could be shown that contrary to the literature, the sulfonamides 46 and 57 rearrange also photolytically to the o-aminosulfones 45 and 58.