88089-38-7

Upstream product

• 930-88-1 N-methylmaleimide 
• 36377-40-9 pyridinium benzoylmethylide 
• 16883-69-5 N-phenacylpyridinium bromide 

Downstream Products

• 118355-85-4 (1R,2aR,5aR,5bR,8aS,8bS)-8b-Benzoyl-7-methyl-6,8-dioxo-2,2a,5,5a,5b,6,7,8,8a,8b-decahydro-1H-7,8c-diaza-dicyclopenta[a,cd]indene-1-carbonitrile 
• 90625-59-5 (E)-1-methyl-3-(2-oxo-2-phenylethylidene)pyrrolidine-2,5-dione 
• 118355-86-5 (1S,2aS,5aS,5bS,8aR,8bR)-1-Benzenesulfonyl-8b-benzoyl-7-methyl-1,2,2a,5,5a,5b,8a,8b-octahydro-7,8c-diaza-dicyclopenta[a,cd]indene-6,8-dione 

Relevant academic research and scientific papers

Electrophilicities of 1,2-disubstituted ethylenes

The kinetics of the reactions of maleic anhydride, N-methylmaleimide, fumaronitrile, diethyl fumarate, and diethyl maleate with pyridinium and sulfonium ylides were studied in DMSO at 20 C. All of the reactions were found to follow a second-order rate law

Tandem 1,3-Dipolar Cycloadditions of Pyridinium or Isoquinolinium Methylides with Olefinic Dipolarophiles Leading to Cyclazines. "Enamine Route" as a New Generation Method of Azomethine Ylides

Pyridinium or isoquinolinium methylides undergo tandem 1,3-dipolar cycloadditions with two molecules of olefins to produce cyclazine derivatives in a highly regioselective, stereoselective, and face-selective manner.A new generation of azomethine y

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.

STEREOSELECTIVE CYCLOADDITION REACTION OF PYRIDINIUM AND THIAZOLIUM METHYLIDES TO ELECTRON-DEFICIENT OLEFINIC DIPOLAROPHILES

The cycloaddition reaction of pyridinium and thiazolium methylides to electron-deficient olefinic dipolarophiles has been found to take place through an endo approach of the anti-ylides to the dipolarophiles affording the stereoselective cycloaddu