Investigations on imidazoles 99. Synthesis and some conversions of esters of 4- nitro-5-imidazolylmalonic, -acetoacetic, and -cyanoacetic acids
Some esters of 1-alkyl(1,2-dialkyl)-4-nitro-5-imidazolylmalonic, -acetoacetic, and -cyanoacetic acids have been synthesized by the reaction of 5-chloro(bromo)-1-alkyl(1,2-dialkyl)-4-nitroimidazoles with ethyl esters of carboxylic acids indicated. Some con
Synthesis of the first examples of the imidazo[4,5-c]isoxazole ring system
The synthesis of the first examples of the 4H-imidazo[4,5-c]isoxazole ring system are reported. These compounds are obtained in good yield by thermolysis of 2-(4-nitro-1H-imidazol-5-yl) acetate and malonate derivatives, in turn readily available from reaction of 5-chloro-4-nitro-1H-imidazoles with active methylene compounds. The X-ray crystal structure of an imidazo[4,5-c][1,2]oxazine derived from a proposed intermediate has been obtained and a mechanism for the reaction is discussed.
Tennant, George,Wallis, Christopher J.,Weaver, George W.
p. 817 - 825
(2007/10/03)
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