36160-02-8

Basic information

• Product Name: N-p-Toluenesulfonyliminoisoquinolinium Ylide
• Synonyms: N-p-Toluenesulfonyliminoisoquinolinium Ylide
• CAS NO: 36160-02-8
• Molecular Weight: 298.365
• Mol File: 36160-02-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: N-p-Toluenesulfonyliminoisoquinolinium Ylide(CAS DataBase Reference)
• NIST Chemistry Reference: N-p-Toluenesulfonyliminoisoquinolinium Ylide(36160-02-8)
• EPA Substance Registry System: N-p-Toluenesulfonyliminoisoquinolinium Ylide(36160-02-8)

Safety Data

• Hazardous Substances Data: 36160-02-8(Hazardous Substances Data)

Upstream product

• 119-65-3 isoquinoline 
• 98-59-9 p-toluenesulfonyl chloride 
• 55962-05-5 4-methyl-N-[(E)-phenyl-λ³-iodanylidene]benzenesulfonamide 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 25705-34-4 2-(2-oxoethyl)benzaldehyde 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 39996-57-1 N-amino mesitylenesulfonate salt of isoquinoline 
• 343232-24-6 2-ethynylbenzaldehyde tosylhydrazone 

Downstream Products

• 63237-71-8 2-phenyl-pyrazolo[5,1-a]isoquinoline-1-carboxylic acid ethyl ester 
• 234-64-0 pyrazolo<5,1-a>isoquinoline 

Relevant articles and documents

N-heterocyclic carbene catalyzed enantioselective [3 + 2] dearomatizing annulation of saturated carboxylic esters with n-iminoisoquinolinium ylides

The dearomatizing annulation reaction is a significant challenge in organic chemistry. The direct activation of α-carbons of simple saturated esters, as nucleophiles, is an important synthesis strategy. In the present study, we disclose [3 + 2] dearomatizing annulation reactions with direct activating α-carbons of saturated carboxylic esters and N-iminoisoquinolinium ylides, which possess highly enantioselective characteristics, catalyzed by N-heterocyclic carbenes (NHCs). The protocol achieves isoquinoline dearomatization and the construction of tricyclic chiral products under mild conditions with good yield, substrate tolerance, and diastereoselectivity as well as excellent enantioselectivity.

Copper-catalyzed imination of pyridines using PhI=NTs as nitrene precursor

The reaction of PhI=NTs with pyridines in the presence of a catalytic amount of Cu(II) triflate afforded the corresponding p-tolylsulfonyliminopyridinium ylides in excellent yields.

Cycloaddition Reactions of N-p-Toluenesulfonylimino Derivatives of Quinoline and Isoquinoline. A Route to Pyrazoloquinolines and Pyrazoloisoquinolines

N-p-Toluenesulfonylimino ylides of quinoline and isoquinoline give cycloadducts with electrophilic acetylenes at 105 deg C.The adducts are spontaneously aromatized under the conditions of their formation by elimination of p-toluenesulfinic acid to give py