104932-96-9

Basic information

• Product Name: Pyridinium, 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)-, bromide
• CAS NO: 104932-96-9
• Molecular Formula: C15H14NO3.Br
• Molecular Weight: 336.185
• Mol File: 104932-96-9.mol

Chemical Properties

• CAS DataBase Reference: Pyridinium, 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)-, bromide(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridinium, 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)-, bromide(104932-96-9)
• EPA Substance Registry System: Pyridinium, 3-(methoxycarbonyl)-1-(2-oxo-2-phenylethyl)-, bromide(104932-96-9)

Safety Data

• Hazardous Substances Data: 104932-96-9(Hazardous Substances Data)

Upstream product

• 93-60-7 methyl 3-pyridinecarboxylate 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 90625-73-3 (3aS,4S,9aR,9bR)-4-Benzoyl-1,3-dioxo-2-p-tolyl-2,3,3a,4,9a,9b-hexahydro-1H-pyrrolo[3,4-a]indolizine-7-carboxylic acid methyl ester 
• 90625-74-4 (3aR,4R,9aR,9bS)-4-Benzoyl-1,3-dioxo-2-p-tolyl-2,3,3a,4,9a,9b-hexahydro-1H-pyrrolo[3,4-a]indolizine-9-carboxylic acid methyl ester 
• 143718-70-1 methyl 1,2,3-tribenzoylindolizine-8-carboxylate 

Relevant articles and documents

Diversified Transformations of Tetrahydroindolizines to Construct Chiral 3-Arylindolizines and Dicarbofunctionalized 1,5-Diketones

Enantioselective diverse synthesis of a small-molecule collection with structural and functional similarities or differences in an efficient manner is an appealing but formidable challenge. Asymmetric preparation and branching transformations of tetrahydroindolizines in succession present a useful approach to the construction of N-heterocycle-containing scaffolds with functional group, and stereochemical diversity. Herein, we report a breakthrough toward this end via an initial diastereo- A nd enantioselective [3 + 2] cycloaddition between pyridinium ylides and enones, following diversified sequential transformations. Chiral N,N′-dioxide-earth metal complexes enable the generation of optically active tetrahydroindolizines in situ, across the strong background reaction for racemate-formation. In connection with deliberate sequential transformations, involving convenient rearomatic oxidation, and light-active aza-Norrish II rearrangement, the tetrahydroindolizine intermediates were converted into the final library including 3-arylindolizine derivatives and dicarbofunctionalized 1,5-dicarbonyl compounds. More importantly, the stereochemistry of four-stereogenic centered tetrahydroindolizine intermediates could be efficiently transferred into axial chirality in 3-arylindolizines and vicinal pyridyl and aryl substituted 1,5-diketones. In addition, densely functionalized cyclopropanes and bridged cyclic compounds were also discovered depending on the nature of the pyridinium ylides. Mechanism studies were involved to explain the stereochemistry during the reaction processes.

Visible-Light-Induced Carbo-2-pyridylation of Electron-Deficient Alkenes with Pyridinium Salts

A simple and practical visible-light-induced carbo-2-pyridylation of electron-deficient alkenes with readily available N-benzoylmethylpyridinium bromides is reported. More than 40 examples are presented and proceed in greater than 80 % yield (on average)

Kinetics of Reaction of Phenacyl Bromide with 3- and 4-Substituted Pyridines and 4-Substituted 4-Styrylpyridines

The rates of reaction of phenacyl bromide with 3- and 4-substituted pyridines and 4'-substituted 4-styrylpyridines have been measured in aq. acetone (90percent, v/v) at 30 deg C, 35 deg C and 40 deg C and the activation parameters have been evaluated.Satisfactory Hammett correlations are obtained for both pyridine and styrylpyridine series.The effectiveness of transmission of substituent effect in styrylpyridine system relative to pyridine system in this reaction is calculated to be 0.104.From the Bronsted relationship the coefficient (βN) is found to be 0.48, indicating that the extent of bond formation in the transition state is moderate.