title: Advanced Nitroso Aldol Reaction: Metal-Free Cross-Coupling of Anilines with Silyl Enol Ethers en Route to α-Amino Ketones.
abstract: A practical and step-economical nitroso aldol reaction has been developed based on metal-free direct cross-coupling of ready-stock anilines with silyl enol ethers at room temperature affording α-amino ketones in high yields (up to 82%). The protocol features a one-pot cascade of nitroso compound generation, selective C-N bond formation, and N-O bond cleavage using solely inexpensive and user-friendly Oxone and displays remarkable functional group tolerance. The method was further extended to prepare densely functionalized indoles that are otherwise difficult to synthesize.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras , Chennai 600 036, Tamil Nadu, India.
authors.forename: Isai
authors.initials: I
authors.lastname: Ramakrishna
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras , Chennai 600 036, Tamil Nadu, India.
authors.forename: Vinod
authors.initials: V
authors.lastname: Bhajammanavar
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras , Chennai 600 036, Tamil Nadu, India.
authors.forename: Sumitava
authors.initials: S
authors.lastname: Mallik
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras , Chennai 600 036, Tamil Nadu, India.
authors.forename: Mahiuddin
authors.identifier: 0000-0001-9415-7137
authors.initials: M
authors.lastname: Baidya