title: Trienamines derived from 5-substituted furfurals: remote ε-functionalization of 2,4-dienals.
abstract: The selective ε-functionalization of 5-substituted furfurals via trienamine intermediates is reported herein. This methodology was successfully applied to several 5-substituted furfurals with different amines via formation of a trienamine through the furan ring. The rationalized reaction mechanism involves the addition of the trienamine intermediate to its corresponding iminium-ion producing new furan-containing scaffolds.
authors.affiliation: Instituto de Investigação do Medicamento (iMed.ULisboa), Faculdade de Farmácia, Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003 Lisboa, Portugal. alexandretrindade@ff.ul.pt carlosafonso@ff.ul.pt.
authors.forename: Jaime A S
authors.initials: JA
authors.lastname: Coelho
authors.forename: Alexandre F
authors.initials: AF
authors.lastname: Trindade
authors.forename: Vânia
authors.initials: V
authors.lastname: André
authors.forename: M Teresa
authors.initials: MT
authors.lastname: Duarte
authors.forename: Luis F
authors.initials: LF
authors.lastname: Veiros
authors.forename: Carlos A M
authors.initials: CA
authors.lastname: Afonso
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D005662:Furaldehyde / Q000031:analogs & derivatives*; D005663:Furans / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000588:Amines; D005663:Furans; D007097:Imines; D005662:Furaldehyde