A H2O2/HBr system – several directions but one choice: oxidation–bromination of secondary alcohols into mono- or dibromo ketones

Convenience of application, multifaceted reactivity, and compliance with green chemistry principles: H2O2–HBr(aq) system for preparation of bromo ketones with yields up to 91%.

An improved and sustainable approach for the synthesis of α,β-dibromo ketones using ceric ammonium nitrate and ammonium bromide

A simple and environmentally benign procedure for the bromination of substituted α,β-unsaturated ketones in good yield has been described using ammonium bromide as a brominating agent and ceric ammonium nitrate (CAN) as a single-electron oxidant to afford α,β-dibromoketones. The reaction involves C-Br bond formation by radical method generated by CAN. The reaction can be carried out by either at room temperature, stirring in solvent CH

Synthesis of dibromo ketones by the reaction of the environmentally benign H2O2-HBr system with oximes

It was found that oximes undergo deoximation in the presence of the H2O2aq-HBraq system to form ketones and bromo ketones. This reaction provided the basis for the synthesis of dibromo ketones in yields varying from 40% to 94%. This method is environmentally friendly, sustainable, and easy to perform. The results of this investigation extend the potential of the use of oximes for the protection of carbonyl group, thus offering the ability to perform not only conventional deoximation but also the subsequent bromination of ketones. The reaction is easily scaled up and dibromo ketones can be prepared in gram amounts.