title: Elusive 2-aminofuran Diels-Alder substrates for a straightforward synthesis of polysubstituted anilines.
abstract: The first multicomponent coupling of isocyanides, α,β-unsaturated carbonylic compounds and dienophiles, based on the trapping of unstable intermediate 2-aminofurans, is described. This novel tandem [4 + 1]-[4 + 2] cycloaddition is efficiently catalysed by yttrium triflate and constitutes an operationally simple and highly convergent approach to a variety of polysubstituted anilines. Moreover, this methodology permits the use of tert-butylisocyanide as a convertible isocyanide to yield directly N-unprotected anilines in the same pot.
authors: Laboratorio de Química Orgánica y Bioorgánica (L.O.B.O.), Dept. Química Orgánica e Inorgánica, Facultad de Veterinaria, Universidad de Extremadura, 10071 Cáceres, Spain. cfernan@unex.es.
authors: Ana G
authors: AG
authors: Neo
authors: Ana
authors: A
authors: Bornadiego
authors: Jesús
authors: J
authors: Díaz
authors: Stefano
authors: S
authors: Marcaccini
authors: Carlos F
authors: CF
authors: Marcos
mesh_terms: D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D005663:Furans / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000814:Aniline Compounds; D005663:Furans; C023650:aniline