74889-38-6Relevant academic research and scientific papers
Simple Synthesis of 3-Oxopropanenitriles via Electrophilic Cyanoacetylation of Heterocycles with Mixed Anhydrides
Andicsovà-Eckstein, Anita,Kozma, Erika,Végh, Daniel
, p. 1945 - 1949 (2016)
A simple and efficient method for the synthesis of 3-oxopropanenitriles from variously substituted heterocyclic compounds via direct electrophilic cyanoacetylation is described. A series of heterocyclic 3-oxopropanenitriles (2a, 2b, 2c, 2d, 2e, 2f, 2g, 2h, 2i, 2j, 2k) have been synthesized using mixed anhydride (acetic or trifluoroacetic anhydride:cyanoacetic acid) in the presence of Mg(ClO4)2·2H2O as catalyst. This method can be extended also for the cyanoacetylation of electron poor aromatic compounds.
Products from N-Substituted Pyrroles and Trifluoroacetic Anhydride: Ratios and Conformations of Isomers
Chadwick, Derek J.,Meakins, G. Denis,Rhodes, Caroline A.
, p. 878 - 886 (2007/10/02)
A series of N-substituted pyrroles has been treated with trifluoroacetic anhydride.Small alkyl groups or aryl groups (as the N-substituents) lead exclusively, or almost exclusively, to the 2-trifluoroacetyl derivatives, bulky groups (notably 1-adamantyl) to the 3-derivatives, and those of intermediate size (such as i-propyl) to mixtures of isomers.N-Substituted 3-trifluoroacetylpyrroles exist in solution as mixtures of rotational isomers whereas the 2-isomers adopt a preferred conformation in which the nitrogen and oxygen atoms are in the syn orientation.
