Synthesis of Trifluoromethylpyrroles and Related Heterocycles from 4-Ethyloxy-1,1,1-trifluorobut-3-ene-2-one

• Published in: Tetrahedron Vol. 56; no. 37; pp. 7267 - 7272
• Main Authors: Andrew, Rebecca J, Mellor, John M
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 08.09.2000; Elsevier
• Subjects: amino acids; Chemistry; Chemistry, Organic; Physical Sciences; pyrroles; Science & Technology; thiaproline; trifluoromethyl; trifluoromethyl; pyrroles; thiaproline; amino acids; NITROGEN-HETEROCYCLES; FLUORINE-CONTAINING 1,2-DIHYDROPYRIMIDINES; EFFICIENT SYNTHESIS; CONVENIENT; STRUCTURAL DETERMINATION; KETONES; FACILE SYNTHESIS; MAGNETIC-RESONANCE; CYCLIZATION; HALOACETYLATED ENOL ETHERS

Syntheses of intermediate 4-dialkylamino-1,1,1-trifluorobut-3-ene-2-ones are described from 4-ethyloxy-1,1,1-trifluorobut-3-ene-2-one and α-aminoacids. In subsequent cyclisations pyrroles and other bicyclic heteroaromatics having trifluoromethyl substitution are obtained either by simple dehydration...