Convenient Synthesis of Geminal Bishydroperoxides by the Reaction of Ketones with Hydrogen Peroxide

Abstract

A convenient procedure was developed for the synthesis of geminal bishydroperoxides by the sulfuric acid–catalyzed reaction of ketones with hydrogen peroxide in THF. Gem‐bishydroperoxides were prepared by the reactions of five‐ to seven‐membered cycloalkanones without additional purification in 80–95% yields with a purity of more than 95%; their acyclic analogs were prepared in 43–72% yields.

Keywords:

• Alkanones
• cycloalkanones
• gem‐bishydroperoxides
• hydrogen peroxide
• hydroperoxidation
• tetrahydrofuran

Acknowledgment

This work is supported by the Program for Support of Leading Scientific Schools of the Russian Federation (Grant No. 5022.2006.3) and the Russian Science Support Foundation.