74889-32-0Relevant articles and documents
Improved one-pot synthesis of 1-aryl-3-trifluoroacetyl-1H-pyrroles under Swern oxidation
Zanatta, Nilo,Aquino, Estefaniada C.,Da Silva, Fabio M.,Bonacorso, Helio G.,Martins, Marcos A. P.
, p. 3477 - 3482,6 (2012/12/12)
This study describes an improved one-pot, four-step synthesis of a new series of 1-aryl-3-trifluoroacetyl pyrroles from the reaction of 3-trifluoroacetyl-4,5-dihydrofuran with arylamines, giving 1,1,1-trifluoro-3-(2- hydroxyethyl)-4-arylamino-3-buten-2-ones, which were directly submitted to Swern oxidation to furnish 1,1,1-trifluoro-3-(2-ethanal)-4-arylamino-3-buten-2-ones. Subsequent intramolecular cyclization of the corresponding enaminoaldehydes followed by aromatization rendered the title compounds in a 30 to 56% overall yield.
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.