Copper(II) mediated C-8 amination of 1-naphthylamide derivatives with acyclic and cyclic amines. (16th March 2021)

• Record Type: Journal Article
• Authors: Sahoo, Tapan; Sarkar, Souvik; Ghosh, Subhash Chandra
• Is Part Of: Tetrahedron letters. Volume 67(2021)
• Publication Date: 2021-03-16
• Subjects: Copper-mediated -- Amination -- Regioselective -- Naphthalene -- CH activation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2021.152858
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Copper(II) mediated protocol for C-8 amination of 1-naphthylamide. Air was used solely as an oxidant. Picolinamide and its derivatives were used as a bidentate directing group. Easy to remove the directing group and scale-up. Sequential CH functionalization provided polysubstituted naphthalene. Abstract: A simple and facile copper(II) mediated protocol for C-8 amination of 1-naphthylamide derivatives is reported here. Picolinamide and its derivatives were used as a bidentate directing group for the C-8 amination reaction. Various substituted naphthylamide derivatives with numerous cyclic and acyclic amines proceed in good yields under mild conditions. Air was used solely as an oxidant.