Rearrangement of 2-Aminofuropyridine-3-carboxylic Esters
Ethyl 2-aminofuropyridine-3-carboxylate rearranges with sodium ethoxide in ethanol to 2-oxo-3-cyano-2,3-dihydrofuropyridine; the corresponding p-nitrophenyl ester undergoes the same rearrangement by dilute aqueous sodium hydroxide.In the first case it was possible to isolate the labile intermediate, which was shown to be the hemiacetal of the above mentioned cyanolactone.
Desideri, Nicoletta,Manna, Fedele,Stein, Maria Luisa
p. 1085 - 1087
(2007/10/02)
The Influence of Electron Delocalization on the Rate Constants for Competing BAc2 and E1cb Ester Hydrolyses
The influence of electron-pair delocalization and leaving-group basicity upon the (E1cb)anion and (BAc2)anion mechanisms of ester hydrolysis are discussed.
Inoue, Masashi,Bruice, Thomas C.
p. 884 - 886
(2007/10/02)
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