학술논문

Environmentally friendly procedure for the aqueous oxidation of benzyl alcohols to aldehydes with dibromodimethylhydantoin (DBDMH) and cyclodextrin: Scope and mechanistic insights.
Document Type
Article
Source
Synthetic Communications. 2016, Vol. 46 Issue 7, p636-644. 9p. 8 Diagrams, 3 Charts.
Subject
*BENZYL alcohol
*CYCLODEXTRINS
*ALDEHYDES
*AQUEOUS solutions
*SUPRAMOLECULAR chemistry
*SOLVENTS
Language
ISSN
0039-7911
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 have broad-reaching applications. [ABSTRACT FROM PUBLISHER]