5537-48-4

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 24865-83-6 (E)-1-phenyl-N-tosylethanimine 
• 24865-83-6 4-methyl-N-(1-phenylethylidene)benzenesulfonamide 
• 618-36-0 rac-methylbenzylamine 
• 4809-56-7 N-(1-phenylethyl)-p-toluenesulfonamide 
• 98-59-9 p-toluenesulfonyl chloride 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 6873-55-8 p-tolylsulfinyl amide 
• 98-86-2 acetophenone 
• 70-55-3 toluene-4-sulfonamide 

Relevant academic research and scientific papers

Direct Synthesis of α-Amino Nitriles from Sulfonamides via Base-Mediated C-H Cyanation

Herein, we disclose a transition-metal-free reaction system that enables α-cyanation of sulfonamides through C-H bond cleavage for the preparation of α-amino nitriles, including difficult-to-access all-alkyl α-tertiary scaffolds. More than 50 substrate examples prove a wide functional group tolerance. Additionally, its synthetic practicality is highlighted by gram-scalability and the late-stage modification of natural compounds. Mechanistic experiments suggest that this process involves in situ formation of an imine intermediate via base-promoted elimination of HF.

Verkade's Superbase as an Organocatalyst for the Strecker Reaction

Proazaphosphatranes -Verkade's superbases- proved to be efficient organocatalysts for the Strecker reaction between protected imines and trimethylsilyl cyanide (TMSCN). Excellent to quantitative yields were reached and, compared to other systems, only low

Synthesis of α-amino nitriles through Strecker reaction of aldimines and ketoimines by using nanocrystalline magnesium oxide

Strecker reactions of various aldimines as well as ketoimines with TMSCN proceeded smoothly under mild conditions to give the corresponding α-amino nitriles and α,α-disubstituted α-amino nitriles, respectively, in good to excellent yields in the presence

Asymmetric Strecker reaction of ketoimines catalyzed by a novel chiral bifunctional N,N′-dioxide

A novel bifunctional N,N′-dioxide derived from L-prolinamide was employed to catalyze the enantioselective Strecker reaction of a range of N-tosyl ketoimines, and an effective additive was used to improve the reactivity (up to 99% yield) as well as the en

Construction of tetrasubstituted carbon by an organocatalyst: Cyanation reaction of ketones and ketimines catalyzed by a nucleophilic N-heterocyclic carbene

A method for cyanation reaction of ketones and ketimines having lower reactivity than aldehydes and aldimines with TMSCN in the presence of N-heterocyclic carbene prepared from 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride and potassium tert-butoxide

Highly efficient trialkylsilylcyanation of aldehydes, ketones and imines catalyzed by a nucleophilic N-heterocyclic carbene

The synthetic utility of N-heterocyclic carbenes was demonstrated by the trialkylsilylcyanation of aldehydes, ketones and imines. In the presence of a catalytic amount of 3a, the reactions with Me3SiCN proceeded smoothly to give the corresponding cyanohydrin trimethylsilyl ethers or amino nitrile derivatives in good to excellent yields.

Lewis base-catalyzed strecker-type reaction between trimethylsilyl cyanide and N-tosylimines in water-containing DMF

Lewis base-catalyzed Strecker-type reaction between trimethylsilyl cyanide and N-tosylimines proceeded smoothly in dry DMF or water-containing DMF and the corresponding α-amino compounds were obtained in good to high yields. Copyright