191085-63-9

Upstream product

• 5071-96-5 3-METHOXYBENZYLAMINE 
• 98-59-9 p-toluenesulfonyl chloride 
• 6971-51-3 3-methoxybenzyl alcohol 
• 70-55-3 toluene-4-sulfonamide 
• 941-55-9 4-toluenesulfonyl azide 
• 1569524-37-3 trifluoro(3-methoxybenzyl)-λ⁴-borane potassium salt 
• 591-31-1 3-methoxy-benzaldehyde 
• 160955-96-4 N-[1-(3-Methoxy-phenyl)-meth-(E)-ylidene]-4-methyl-benzenesulfonamide 

Downstream Products

• 209738-83-0 N-(2-Furan-3-yl-2-oxo-ethyl)-N-(3-methoxy-benzyl)-4-methyl-benzenesulfonamide 
• 787571-91-9 N-[2-(4-benzyloxy-3,5-dimethyl-phenyl)-ethyl]-N-(3-methoxy-benzyl)-4-methyl-benzenesulfonamide 
• 1372911-55-1 methyl N-tosyl-2-(3-methoxybenzylamino)acetate 
• 1372911-69-7 N-tosyl-1-(3-methoxybenzylamino)-2-methyl-2-propanol 
• 1372911-85-7 N-tosyl-7-methoxy-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline 
• 1372911-84-6 N-tosyl-5-methoxy-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline 
• 1431115-72-8 N-[(2E)-4-hydroxy-2-butenyl]-N-(3-methoxybenzyl)-4-methylbenzenesulfonamide 
• 1197916-12-3 9-methoxy-2-methyl-6,7-dihydrodibenzo[d,f][1,2]thiazepine 5,5-dioxide 

Relevant academic research and scientific papers

Nickel/Photoredox Dual Catalytic Cross-Coupling of Alkyl and Amidyl Radicals to Construct C(sp3)-N Bonds

The construction of C(sp3)-N bonds via direct radical-radical cross-coupling under benign conditions is a desirable but challenging approach. Herein, the cross-coupling of alkyl and amidyl radicals to build aliphatic C-N bonds in a concise, mild, and oxid

Method for synthesizing N-alkyl sulfonamide in water

The invention discloses a method for synthesizing N-alkyl sulfonamide in water, in particular to a method for synthesizing an N-alkyl sulfonamide derivative from a sulfonamide derivative and alcohol,and a water-soluble iridium complex is adopted to catalyze the reaction of N-alkyl sulfonamide. Compared with the previous synthesis method, the method has the advantages that a reaction equivalent substrate is used in the reaction process, so that raw material waste is avoided; weak base is used, and reaction conditions are mild; non-toxic and harmless pure water is used as a solvent in the reaction, only water is generated as a by-product, the atom reaction economy is high, and the requirement of green chemistry is met.

Gold-Catalyzed Oxidative Cascade Cyclization of 1,3-Diynamides: Polycyclic N-Heterocycle Synthesis via Construction of a Furopyridinyl Core

A facile and practical approach to construct a furopyridinyl motif through a gold-catalyzed cascade cyclization of easily accessible diynamides is described. This strategy offers a straightforward approach to furo[2,3-c]isoquinoline and 6H-furo[3′,2′:5,6]pyrido[3,4-b]indole derivatives. The reaction could build up four new bonds and two additional heteroaromatic rings via a single operation. The heterocyclic products show promising blue luminous performance with fluorescence quantum yields up to 75%.

The: N -alkylation of sulfonamides with alcohols in water catalyzed by a water-soluble metal-ligand bifunctional iridium complex [Cp?Ir(biimH2)(H2O)][OTf]2

The iridium complex [Cp?Ir(biimH2)(H2O)][OTf]2 (Cp? = η5-pentamethylcyclopentadienyl, biimH2 = 2,2′-biimidazole) was synthesized and developed as a new-type of water-soluble metal-ligand bifunctional catalyst for the N-alkylation of poorly nucleophilic sulfonamides with alcohols in water. In the presence of catalyst (1 mol%) and Cs2CO3 (0.1 equiv.), a series of desirable products was obtained in 74-91% yields under microwave irradiation. Mechanistic experiments revealed that the presence of NH units in the imidazole ligand is crucially important for the catalytic activity of the iridium complex. Notably, this research would facilitate the process of water-soluble metal-ligand bifunctional catalysis for the hydrogen autotransfer process.

Visible-light, iodine-promoted formation of n-sulfonyl imines and n-alkylsulfonamides from aldehydes and hypervalent iodine reagents

Alternative synthetic methodology for the direct installation of sulfonamide functionality is a highly desirable goal within the domain of drug discovery and development. The formation of synthetically valuable N-sulfonyl imines from a range of aldehydes,

A synthetic N-alkyl sulfonamide derivatives

The invention discloses a method for synthesizing a N-alkyl sulfonamide derivative. The method comprises the following steps: adding a sulfonamide derivative, a water-soluble catalyst, an alkali, alcohol and a solvent into a reaction container; reacting the reaction mixture at 100-120 DEG C for several hours, cooling to room temperature; performing rotary evaporation to remove the solvent, and then separating by a column to obtain the target compound. The method of the invention starts from the sulfonamide derivative, and obtains the N-alkyl sulfonamide derivative through reaction with alcohol. The method of the invention adopts a water-soluble iridium complex as a catalyst; the reaction is carried out in water; and the target compound is obtained with a high yield. Therefore, the reaction meets the requirements for green chemistry, and the method has wide development prospects.

The N-alkylation of sulfonamides with alcohols in water catalyzed by the water-soluble iridium complex {Cp*[6,6'-(OH)2bpy](H 2O)}[OTf]2

The water-soluble iridium complex {Cp*[6,6'-(OH)2bpy] (H2O)}[OTf]2 (Cp=ν5-pentamethylcyclopentadienyl, bpy=2,2'-bipyridine) was found to be a general and highly efficient catalyst for the Nalkylation of the poor nucleophilic sulfonamides with alcohols as alkylating agents in water. The presence of OH units in the bpy ligand is crucially important for the catalytic activity of the iridium complex. Mechanistic investigations revealed that the catalytically active species is a ligand-metal bifunctional iridium complex bearing an N,N'-chelated 2,2'-bipyridinated ligand and an aqua ligand. Notably, the present catalytic system and the proposed mechanism provide a new horizon and scope for the development of "hydrogen autotransfer (or hydrogen-borrowing) processes".

Green and efficient synthesis of sulfonamides catalyzed by nano-Ru/Fe 304

The environmentally benign synthesis of carbon-nitrogen bonds continues to be an active and challenging field of chemical research. Here, a novel, environmentally benign method for the direct coupling of sulfonamidesand alcohols is described. Despite the importance of sulfonamide deriva tives as intermediates in drug synthesis, till now such transformations are rarely known. For the first time a domino dehydrogenation-condensation-hydrogenation sequence of alcohols and sulfonamides has been realizedin the presence of a nanostructured catalyst. The magnetic property of the catalyst system allows for convenient isolation of the product and e fficient recycling of the catalyst. A variety of coupling reactions of benzylic alcohols and sulfonamides including various heterocycles were successfully realized, often with >80percent isolated yield. Advantageously, only one equivalent of the primary alcohol is consumed in the process. Mechanistic investigations of the competitive reactions of benzyl alcohol and d7-benzyl alcohol with p-toluenesulfonamide revealed a kinetic isotope effect (kH/kD) of 2.86 (±0.109) for the dehydrogenation of benzyl alcohol and 0.74 (±0.021) for the hydrogenation of N-benzylidene-p-toluenesulfonamide intermediate, which suggests dehydrogenation of the alcohol to be the rate determining step.

Copper-catalyzed alkylation of sulfonamides with alcohols

Water is the only by-product in an efficient and atom-economical Cu(OAc)2-catalyzed coupling of alcohols with sulfonamides (see proposed mechanism; Ts= p-toluenesulfonyl). It was discovered that bissulfonylated amidines formed as intermediates when the transhydrogenative C-N bond-forming reaction is carried out in air act as novel ligands to stabilize the catalyst.