16066-32-3

Upstream product

• 4837-31-4 4-Phenylsulfanyl-morpholine 
• 110-91-8 morpholine 
• 670-98-4 methyl benzenesulfinate 
• 873-55-2 sodium benzenesulfonate 
• 5765-65-1 4-(benzoyloxy)morpholine 
• 16066-31-2 benzenesulfinamide 
• 4972-29-6 benzenesulphinyl chloride 
• 108-98-5 thiophenol 
• 51010-74-3 morpholinosulfur trifluoride 
• 98-80-6 phenylboronic acid 
• 931-59-9 benzenesulfenyl chloride 

Downstream Products

• 5033-21-6 4-benzenesulfonylmorpholine 
• 1394013-36-5 4-(S-phenylsulfonimidoyl)morpholine 

Relevant academic research and scientific papers

Direct Synthesis of Sulfinamides by the Copper-Catalyzed Electrophilic Amidation of Sulfenate Anions

A method for the construction of sulfinamides via the copper-catalyzed electrophilic amination of sulfenate anions using N-benzoyloxyamines as the amination reagents. This procedure featured with the capture of in-situ generated sulfenate anions from β-sulfinyl esters under mild conditions, which provides an efficient strategy for the synthesis of diverse sulfinamides in moderate to good yields. (Figure presented.).

Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines for direct access to sulfinamides

It was reported to develop a simple and convenient method for the Ni/NHC-catalyzed cross-coupling of methyl sulfinates and amines without an acid/base to afford secondary or tertiary sulfinamides in moderate to good yields. The method can provide the desired products with broad substrate scope, good chemoselectivity and good functional group compatibility. The presented approach may enrich the Ni/NHC catalyst system and promote the applications of methyl sulfinates in the organic sulfur chemistry.

Copper-Catalyzed Transsulfinamidation of Sulfinamides as a Key Step in the Preparation of Sulfonamides and Sulfonimidamides

Secondary or tertiary sulfinamides are prepared by copper-catalyzed transsulfinamidation of primary sulfinamides with O-benzoyl hydroxylamines. Subsequent oxidations of the resulting products lead to the corresponding sulfonamides. Treatment of N-aryl sulfinamides with O-benzoyl hydroxylamines under copper catalysis provides N-aryl sulfonimidamides.

A New, Practical One-Pot Synthesis of Unprotected Sulfonimidamides by Transfer of Electrophilic NH to Sulfinamides

Unprotected tertiary sulfonimidamides have been prepared in good to excellent yields in a one-pot transformation from tertiary sulfinamides through NH transfer. The reaction is mediated by commercially available (diacetoxyiodo)benzene and ammonium carbamate in methanol under convenient conditions. A wide range of functional groups are tolerated and initial results indicate that the NH transfer is stereospecific. A small molecule X-ray analysis of NH sulfonimidamide 2 a and its behavior in selected in vitro assays in comparison to the matched sulfonamide are also reported. This new reaction provides a safe, short and efficient approach to sulfonimidamides, which have been the subject of recent, growing interest in the life sciences.

Metal-Free Cross-Coupling of Arylboronic Acids and Derivatives with DAST-Type Reagents for Direct Access to Diverse Aromatic Sulfinamides and Sulfonamides

We have developed a simple and convenient method for the cross-coupling of arylboronic acids and their derivatives with DAST-type reagents under mild and metal-free conditions to directly afford sulfinamides in moderate to good yields. Moreover, sulfonamides were obtained after a simple oxidation reaction. The reaction mechanism was investigated by18O-labeling experiments, and the synthetic utility was demonstrated by the sulfoxidation of natural products.

Mild and general method for the synthesis of sulfonamides

Reaction of methyl sulfinates with lithium amides followed by 3-chloroperoxybenzoic acid oxidation of the resulting sulfinamides provides primary, secondary, and tertiary alkane-, arene-and heteroarenesulfonamides in high yields. This constitutes a mild and facile experimental protocol that avoids the use of hazardous, unstable, or volatile reagents and does not affect the configurational stability of the amines. Georg Thieme Verlag Stuttgart.

Steric and electronic effects on the partitioning of a persulfinyl intermediate along the physical quenching and chemical reaction channels

The rate constants, k(T), k(r), and k(Q), corresponding to the substrate induced total removal, chemical removal, and physical removal of singlet oxygen, respectively, have been measured for a series of sulfenamides. The structural effects on the partitioning of the persulfinamide intermediate along the chemical and physical deactivation pathways is discussed.

Selective Alkylation of β-Ketoester Enolates using O-Methyl Aminosulfoxonium salts; the First Example of C-alkylation using Sulfoxonium Salt Electrophiles

The alkylation of β-ketoester enolates with O-methyl aminosulfoxonium tetraphenylborate salts is reported; good to excellent selectivity for C- vs.O-alkylation is observed, and is found to be dependent on the nature of the β-ketoester, solvent, metal counterion and aminosulfoxonium salt.