23019-61-6Relevant articles and documents
Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water
Li, Tiejun,Peng, Henian,Tang, Wenjun,Tian, Duanshuai,Xu, Guangqing,Yang, He
, p. 4327 - 4337 (2021/05/31)
A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from water. This journal is
Reactions of N-benzyl-pyridinium or -isoquinolinium ylides with ethyl 3-fluoro-3-(fluoroalkyl)acrylates to give fluoroalkyl-substituted indolizine and pyrrolo[2,1-a]isoquinoline derivatives
Peng, Weimin,Zhu, Shizheng
, p. 3204 - 3210 (2007/10/03)
In the presence of base, N-benzylpyridinium and N-benzylisoquinolinium ylides generated in situ from the N-benzyl-pyridinium or -isoquinolinium bromides react with ethyl 3-fluoro-3-fluoroalkyl(except bromodifluoromethyl)acrylates to give one or two fluoro
Photochemistry of Stable Pyridinyl Radicals. Photolysis of N-Alkyl-4-(carboalkoxy)pyridinyls
Takagi, Katsuhiko,Ogata, Yoshiro
, p. 989 - 992 (2007/10/02)
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.