260975-29-9

Basic information

• Product Name: (E)-N-cyclohexylmethylene-4-toluenesulfonamide
• Synonyms: (E)-N-cyclohexylmethylene-4-toluenesulfonamide
• CAS NO: 260975-29-9
• Molecular Weight: 265.376
• Mol File: 260975-29-9.mol

Chemical Properties

• CAS DataBase Reference: (E)-N-cyclohexylmethylene-4-toluenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-N-cyclohexylmethylene-4-toluenesulfonamide(260975-29-9)
• EPA Substance Registry System: (E)-N-cyclohexylmethylene-4-toluenesulfonamide(260975-29-9)

Safety Data

• Hazardous Substances Data: 260975-29-9(Hazardous Substances Data)

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 2043-61-0 cyclohexanecarbaldehyde 
• 86328-85-0 N-(cyclohexylmethyl)-4-methylbenzenesulfonamide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 1323310-70-8 N-(cyclohexyl(phenylsulfonyl)methyl)-p-toluenesulfonamide 

Downstream Products

• 86328-85-0 N-(cyclohexylmethyl)-4-methylbenzenesulfonamide 
• 243671-21-8 N-(1-cyclohexylbut-3-en-1-yl)-4-methylbenzenesulfonamide 
• 1198790-83-8 N-(1-cyclohexyl-3-oxo-3-phenylpropyl)-4-methyl benzenesulfonamide 
• 1112116-79-6 (S)-N-[(cyclohexyl)phenylmethyl]-4-methylbenzenesulfonamide 
• 1611478-33-1 (R)-N-{[dimethyl(phenyl)silyl](cyclohexyl)methyl}-4-toluenesulfonamide 

Relevant articles and documents

Ni(0)-Catalyzed Three-Component Coupling Reaction of Tetrafluoroethylene and N-Sulfonyl-Substituted Imines with Silanes via Aza-Nickelacycles

A nickel-catalyzed three-component coupling reaction of tetrafluoroethylene (TFE) and N-sulfonyl-substituted imines with silanes that furnishes a variety of fluorine-containing amines is disclosed. Stoichiometric experiments revealed that the aza-nickelac

Highly Enantioselective Ferrocenyl Palladacycle-Acetate Catalysed Arylation of Aldimines and Ketimines with Arylboroxines

Benzylic N-substituted stereocenters constitute a frequent structural motif in drugs. Their highly enantioselective generation is hence of technical importance. An attractive strategy is the arylation of imines with organoboron reagents. Chiral Rh complexes have reached a high level of productivity for this reaction type. In this article we describe that an electron rich PdIIcatalyst also performs well in the arylation of aldimines, comparable to the best Rh catalysts. The ferrocenyl palladacycle-acetate catalyst allows for a broad substrate scope and very high enantioselectivities. Commonly observed side reactions like aryl–aryl homocouplings and imine hydrolysis could be blocked. Mechanistic studies implicate that a) the acetate ligand is crucial for transmetallation, b) the active catalyst is most likely a palladacycle-OAc monomer, c) the rate limiting step is probably the product release. By added KOAc the arylation could also be applied to ketimines.

Direct Mannich-Type Reactions Promoted by Frustrated Lewis Acid/Br?nsted Base Catalysts

Direct Mannich-type reactions that afford both α- and β-amino esters by the reaction of a broad range of carbonyl compounds and aldimines are disclosed. The transformation is promoted by a sterically frustrated Lewis acid/Br?nsted base pair, which is prop

Exogenous-Base-Free Palladacycle-Catalyzed Highly Enantioselective Arylation of Imines with Arylboroxines

Enantiomerically pure benzylic amines are important for the development of new drugs. A readily accessible planar-chiral ferrocene-derived palladacycle is shown to be a highly efficient catalyst for the formation of N-substituted benzylic stereocenters; t

Diastereoselective Johnson-Corey-Chaykovsky trifluoroethylidenation

(2,2,2-Trifluoroethyl)diphenylsulfonium triflate was found to be an efficient ylide reagent for the Johnson-Corey-Chaykovsky reaction to afford trifluoromethyl epoxides, cyclopropanes and aziridines. Interestingly, excellent but different diastereoselectivity was observed for these transformations. Both trifluoromethyl epoxides and cyclopropanes were obtained with trans-selectivity, whereas aziridines were obtained with cis-selectivity.

Synthesis of cis-C-iodo-N-tosyl-aziridines using diiodomethyllithium: Reaction optimization, product scope and stability, and a protocol for selection of stationary phase for chromatography

The preparation of C-iodo-N-Ts-aziridines with excellent cis-diastereoselectivity has been achieved in high yields by the addition of diiodomethyllithium to N-tosylimines and N-tosylimine-HSO2Tol adducts. This addition-cyclization protocol succ

Racemic N-sulfonyloxaziridines as highly diastereoselective enolate hydroxylating agents: Enantioselective synthesis of (2S,3S)-3-amino-N- cyclopropyl-2-hydroxyhexanamide

A new, highly enantioselective synthesis of (2S,3S)-3-amino-N-cyclopropyl- 2-hydroxyhexanamide, a synthetic fragment of the experimental hepatitis C drug Telaprevir, has been described. Conjugate addition of the enantiomerically pure Davies lithium amide

Diastereoselective addition of enantiopure lithium tert- butylsulfinylferrocene to imines

(S)-terf-Butylsulfinylferrocene was submitted to ortho-metalation, and the corresponding lithium derivative was trapped by alkyl or aryl imines bearing various electron-withdrawing groups on the nitrogen atom (Ts, Dpp, Boc). New aminosulfoxides were obtai

Two-Step Asymmetric Synthesis of Disubstituted N-Tosyl Aziridines Having 98-100% ee: Use of a Phosphazene Base

Unknown diaryl (1-3) and alkyl-phenyl (4, 5) N-tosyl aziridines have been successfully synthesized from pure (R,R,R,SS)-(-)-sulfonium salt derived from Eliel's oxathiane, tosylimines 11a-f, and using a phosphazene base (EtP2) to gene

Scope and limitations in sulfur ylide mediated catalytic asymmetric aziridination of imines: Use of phenyldiazomethane, diazoesters and diazoacetamides

Imine aziridination using diazo-compounds and catalytic quantities of metal salts and sulfides has been investigated. A range of imines derived from benzaldehyde bearing electron-withdrawing groups (N-Ts,N-SO2CH2CH2SiMesu