title: An annulative electrophilic amination approach to 3-aminobenzoheteroles.
abstract: A copper-catalyzed annulative amination approach to 3-aminobenzofurans and -indoles from o-alkynylphenols and -anilines has been developed. The Cu-based catalysis is based on an umpolung, electrophilic amination with O-benzoyl hydroxylamines and enables the mild and convergent synthesis of various 3-aminobenzoheteroles of biological and pharmaceutical interest. Some mechanistic investigations and an application of this protocol to construction of more complex tricyclic framework are also described.
authors: Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
authors: Naoki
authors: N
authors: Matsuda
authors: Koji
authors: K
authors: Hirano
authors: Tetsuya
authors: T
authors: Satoh
authors: Masahiro
authors: M
authors: Miura
mesh_terms: D000586:Amination; D000814:Aniline Compounds / Q000737:chemistry*; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000814:Aniline Compounds; D001572:Benzofurans; D006575:Heterocyclic Compounds, 3-Ring; D007211:Indoles; D003300:Copper; C023650:aniline