The formation of Anilines from coupling of Saccharin and Arylboronic Acids using [Cu(OH)L]2Cl2 Catalyst Under Mild Conditions

Abstract

The formation of tertiary anilines is of interest because of the application for medicinal and industrial synthesis. Existing work demonstrated that the use of a copper hydroxide catalyst paired with a bidentate ligand had been successful in coupling arylboronic acid to imidazole to produce tertiary anilines. A new test for this method in binding arylboronic acids to saccharin to form tertiary amines would be conducted by optimizing the bidentate ligand used in copper catalyst. After success with the initial subsitution using phenylboronic acid, substsitution with more complex arylboronic acids is attempted with mixed results. Further optimization of the process is required for this method to reach its potential, particularly the conditions surrounding the preparation and conditions of the catalyst.