Sauradip Chaudhuri - An Environmentally Friendly Procedure for the Aqueous Oxidation of Benzyl Alcohols to Aldehydes with Dibromodimethylhydantoin (DBDMH) and Cyclodextrin – Scope and Mechanistic Insights

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      Publication Details (including relevant citation   information):

      Sauradip Chaudhuri, Hossam Zaki & Mindy Levine

       

      Sauradip Chaudhuri, Hossam Zaki & Mindy Levine (2016): An

      Environmentally Friendly Procedure for the Aqueous Oxidation of   Benzyl Alcohols to

      Aldehydes with Dibromodimethylhydantoin (DBDMH) and Cyclodextrin   – Scope and

      Mechanistic Insights, Synthetic Communications

       

       

      Abstract:

      Reported herein is an environmentally friendly procedure for the   oxidation of benzyl

      alcohols to aldehydes using an inexpensive, commercially   available reagent, 1,3-

      dibromo-5,5-dimethylhydantoin (DBDMH) and a variety of   cyclodextrin additives under

      fully aqueous solvent conditions. This reaction proceeds with   moderate to good yields for

      a broad scope of benzyl alcohol substrates, with the cyclodextrin   acting to enhance the

      desired reactivity and limit undesired aromatic bromination side   products. The reported

      experiments provide substantial mechanistic insight that will   drive further reaction

      optimization and broad-reaching applications.

      Address (URL): http://dx.doi.org/10.1080/00397911.2016.1161801