The first example of glucose containing carbene Bronsted acid synthesis and catalysis: efficient synthesis of five substituted tetrahydropyridines
Abstract b 1 Imidazole 2,3,4,6 tetrasulfonic D glucopyranosyl bisulfate [Bmim G (SO 3 H) 4 [HSO 4 I was synthesized for the first time and used as an efficient catalyst to prepare five substituted tetrahydropyridines via the three component condensation of aromatic aldehyde, aromatic aniline and ethyl acetoacetate in ethanol at 40 degC. Six bonds were cleaved while five new bonds and one new ring were formed in one pot with water as the only one by product in this highly atom economic reaction. The work opens up a new and efficient synthesis and application of sugar containing carbene Bronsted acid.