title: Brønsted acid mediated N-O bond cleavage for α-amination of ketones through the aromatic nitroso aldol reaction.
abstract: A Brønsted acid mediated N-O bond cleavage for α-amination of ketones has been developed through the nitroso aldol reaction of less-reactive aromatic nitroso compounds and silyl enol ethers having a disilane (-SiMe2TMS) backbone. This transformation is operationally simple and scalable, offering structurally diverse α-amino ketones in high yields (up to 98%) with complete regioselectivity. It represents a mechanistically unique and rare example of a metal-free N-O bond cleavage process.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras, Chennai 600 036, Tamil Nadu, India. mbaidya@iitm.ac.in.
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. mbaidya@iitm.ac.in.
authors.forename: Harekrishna
authors.initials: H
authors.lastname: Sahoo
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras, Chennai 600 036, Tamil Nadu, India. mbaidya@iitm.ac.in.
authors.forename: Mahiuddin
authors.initials: M
authors.lastname: Baidya