104953-26-6

Basic information

• Product Name: (3aR,4R,9aS,9bS)-1,3-Dioxo-2-p-tolyl-2,3,3a,4,9a,9b-hexahydro-1H-pyrrolo[3,4-a]indolizine-4-carbonitrile
• Synonyms: (3aR,4R,9aS,9bS)-1,3-Dioxo-2-p-tolyl-2,3,3a,4,9a,9b-hexahydro-1H-pyrrolo[3,4-a]indolizine-4-carbonitrile
• CAS NO: 104953-26-6
• Molecular Weight: 305.336
• Mol File: 104953-26-6.mol

Chemical Properties

• CAS DataBase Reference: (3aR,4R,9aS,9bS)-1,3-Dioxo-2-p-tolyl-2,3,3a,4,9a,9b-hexahydro-1H-pyrrolo[3,4-a]indolizine-4-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,4R,9aS,9bS)-1,3-Dioxo-2-p-tolyl-2,3,3a,4,9a,9b-hexahydro-1H-pyrrolo[3,4-a]indolizine-4-carbonitrile(104953-26-6)
• EPA Substance Registry System: (3aR,4R,9aS,9bS)-1,3-Dioxo-2-p-tolyl-2,3,3a,4,9a,9b-hexahydro-1H-pyrrolo[3,4-a]indolizine-4-carbonitrile(104953-26-6)

Safety Data

• Hazardous Substances Data: 104953-26-6(Hazardous Substances Data)

Upstream product

• 1631-28-3 N-p-tolylphenylmaleimide 
• 72797-44-5 C₇H₆N₂ 
• 64636-81-3 N-(cyanomethyl)pyridinium bromide 

Downstream Products

• 90625-62-0 [2,5-Dioxo-1-p-tolyl-pyrrolidin-(3E)-ylidene]-acetonitrile 

Relevant articles and documents

Cycloaddition of Pyridinium Methylides with Electron-Deficient Olefins and Silica-Gel Mediated Elimination of Pyridines from the Cycloadducts: A New Method of Alkylation or Hydroalkylidenation of Olefins

Pyridinium methylides bearing an anion-stabilizing substituent at the ylide carbon react with a variety of olefins carrying two electron-withdrawing groups at the both carbons such as N-substituted maleimides, a citraconimide, dimethyl maleate, dimethyl f

Stereochemical Study on 1,3-Dipolar Cycloaddition Reactions of Heteroaromatic N-Ylides with Symmetrically Substituted cis and trans Olefins

Stereochemistry of the cycloadditions of twenty-four heteroaromatic N-ylides with several symmetrically substituted cis and trans olefins has been investigated.Cyclic and acyclic cis olefins cycloadd to the anti form of the ylides in a highly endo-selective manner giving almost quantitative yields of stereospecific endo 3+2 cycloadducts.N-Ylides stabilized with a substituent of carbonyl type react with trans olefins to form mostly two stereoisomeric 3+2 cycloadducts to the anti form of the ylides.In most cases, they undergo the stereospecific interconversion through a retro cycloaddition process, the isomer ratios and the easiness of transfromation depending upon the nature and size of substituents on the five-membered ring which has been built up in the cycloaddition step.On the other hand, N-ylides stabilized with a substituent of noncarbonyl type react with trans olefins to give stereospecific and stereoselective 3+2 cycloadducts as single isomers which are assigned as the cycloadducts to the syn form of the ylides.

STEREOSELECTIVE HYDROALKYLIDENATION OF OLEFIN WITH PYRIDINIUM METHYLIDES

Acid-catalyzed elimination of pyridine from the stereoselective cycloadducts between electron-deficient olefins and pyridinium methylides with ylide-stabilizing substituents offers a new type of C-C bond formation.