1145-62-6

Upstream product

• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 
• 100-39-0 benzyl bromide 

Downstream Products

• 94983-57-0 N-benzyl-4-(carbomethoxy)pyridinyl 

Relevant academic research and scientific papers

Application of primary halogenated hydrocarbons for the synthesis of 3-Aryl and 3-Alkyl indolizines

Indolizine is an important heterocyclic compound with several interesting properties that make it suitable for numerous applications in many fields, such as biology, medicine and materials. However, the synthesis of 3-Alkyl indolizines from bulky primary halogenated alkanes has not yet been reported. Herein, a transition-metal-free synthetic route to 3-Aryl and 3-Alkyl indolizines from electron-deficient alkenes, pyridines and primary halogenated hydrocarbons has been reported for the first time using a tandem reaction. The key step of this method is the oxidative dehydrogenative aromatization of a tetrahydroindolizine intermediate with 2,2,6,6-Tetramethylpiperidine-N-oxyl (TEMPO) as the oxidant. The advantages of this protocol are its use of easily available and low-cost starting materials, the transition-metal-free conditions and its ready scalability.

Photochemistry of Stable Pyridinyl Radicals. Photolysis of N-Alkyl-4-(carboalkoxy)pyridinyls

Photoinduced decomposition of N-benzyl-4-carbethoxypyridinyl (1a), N-methyl- (1b) and N-benzyl-4-(carbomethoxy)pyridinyl (1c), and their mixture was studied in degassed acetonitrile.N-benzyl homologues (1a and 1c) were smoothly photolyzed to ethyl (or methyl) isonicotinate by loss of a benzyl group, whereas the N-methyl homologue (1b) was comparatively stable toward UV light; the rate of disappearance of 1c relative to that of 1b was 11:1.A mechanism is postulated, which involves the formation of an alkyl radical by C-N bond homolysis followed by attack on the pyridinyl radical to form dihydropyridines.This is supported by a plot of the yield of ethyl isonicotinate vs. the ratio of initial concentrations 0/0.Pyridinyl radicals 1 possess their absorption maxima at around 300, 395, and 630 nm; those at 300 and 395 nm maxima participate in this reaction.