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Addition of acetylacetone and ethyl acetoacetate to carbodiimides promoted by nickel acetylacetonate
Authors:V A Dorokhov  A V Komkov
Institution:(1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation
Abstract:The addition reactions of acetylacetone and ethyl acetoacetate with diphenylcarbodiimide and dicyclohexylcarbodiimide in the presence of nickel acetylacetonate afforded N,N"-substituted agr,agr-dioxoketene aminals. Adducts of acetylacetone with carbodiimides are readily deacetylated with MeONa in MeOH to form acetylketene aminals. Ketene aminals were used for the synthesis of functionalized 1,2,3-triazoles.
Keywords:carbodiimides  acetylacetone  ethyl acetoacetate  addition to the C=N bond  catalysis  nickel acetylacetonate  deacetylation  agr" target="_blank">gif" alt="agr" align="BASELINE" BORDER="0">  agr-dioxoketene aminals" target="_blank">gif" alt="agr" align="BASELINE" BORDER="0">-dioxoketene aminals  1-R-4-acetyl-5-(R-amino)-1  2  3-triazoles  biheterocycles
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