63296-70-8

Upstream product

• 124-40-3 dimethyl amine 
• 93-11-8 2-Naphthalenesulfonyl chloride 
• 91-20-3 naphthalene 
• 63735-42-2 sodium naphthalen-2-ylsulfinate 
• 68-12-2 N,N-dimethyl-formamide 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 75-50-3 trimethylamine 
• 103-83-3 N,N'-dimethylbenzylamine 
• 10151-46-9 2-naphthylsulfonyl hydrazide 
• 13360-57-1 dimethylamino sulfonyl chloride 

Downstream Products

• 91-20-3 naphthalene 
• 120-18-3 naphthalene-2-sulfonate 

Relevant academic research and scientific papers

Charge-Transfer Complex Promoted Regiospecific C?N Bond Cleavage of Vicinal Tertiary Diamines

A catalyst-free, charge-transfer complex promoted coupling of sulfonyl chlorides with vicinal tertiary diamines to generate sulfonamides is presented. Mechanistic studies showed that these reactions are proceeded via charge transfer of vicinal tertiary diamines to sulfonyl chlorides, forming the unstable sulfonyl quaternary ammonium like complexes which induced the regiospecific intramolecular C?N bond cleavage of vicinal tertiary diamines. (Figure presented.).

Potassium tert-butoxide-mediated metal-free synthesis of sulfonamides from sodium sulfinates and N,N-disubstituted formamides

By using formamides as amine sources, a novel and efficient KO-t-Bu mediated amination of sodium sulfinates has been developed. The reaction utilizes readily available starting materials under metal-free conditions, thus providing an alternative and attractive route to sulfonamides.

An approach to C-N activation: Coupling of arenesulfonyl hydrazides and arenesulfonyl chlorides with: Tert -amines via a metal-, oxidant- and halogen-free anodic oxidation

tert-Amines were harnessed to afford arenesulfonyl hydrazides and arenesulfonyl chlorides via a metal-, oxidant- and halogen-free electrochemical oxidative coupling in an undivided cell at RT. This environmentally benign approach afforded a wide spectrum of sulfonamides in satisfactory yields using cheap and renewable Pencil Graphite Electrodes (PGEs).

Synthesis of optically pure 3,3′-diaryl binaphthyl disulfonic acids via stepwise N-S bond cleavage

We developed a practical synthesis of optically pure 3,3′-diaryl-1, 1′-binaphthyl-2,2′-disulfonic acids (i.e., (R)- or (S)-3,3′-Ar2-BINSAs) from the parent chiral sulfonimides via stepwise N-S bond cleavage of the sulfonimides and the resultant sulfonamides. This unusual synthesis, which provides arylsulfonic acids from arylsulfonamides, is valuable since common methods particularly give amines with the decomposition of sulfone groups during deprotection.

A new method for the synthesis of dinaphtho[1,2-b;2′,1′-d] thiophenes and selenophenes

Naphthalene-1-sulfonic acid dimethylamides were treated with n-BuLi and elemental sulfur or selenium to afford dinaphtho[1,2-b:2′,1′-d] thiophenes and selenophenes, respectively. This is the first example of making two C-S/Se bonds and a C-C bond in a single step at room temperature and also demonstrates a useful method for the synthesis of both thiophenes and selenophenes on naphthalene. In the case of the reactions of elemental selenium, diselenides were also obtained along with dinaphtho[1,2-b:2′,1′-d] selenophenes. The structure of dinaphtho[1,2-b:2′,1′-d]thiophene was characterized by X-ray crystallography as a representative molecule.

PROCESS FOR MAKING SUBSTITUTED ARYL SULFONAMIDES USING AN INDIUM BASED CATALYST SYSTEM

A process for making substituted aryl sulfonamides by sulfamoylation of an activated aromatic compound using an indium compound as a catalyst.

Catalytic arylation of sulfamoyl chlorides: A practical synthesis of sulfonamides

Commercially available indium(III) triflate is shown to be an efficient catalyst for the sulfamoylation of aromatics.