Abstract
(Diacetoxyiodo)benzene (DIB) selectively oxidizes primary and secondary alcohols to the respective carbonyl compounds in the presence of RuCl3 (0.8-1.0 mol %) at room temperature in aqueous acetonitrile. This reaction proceeds via an initial instantaneous Ru-catalyzed disproportionation of DIB to iodobenzene and iodylbenzene with the latter acting as the actual stoichiometric oxidant toward alcohols.
Original language | English (US) |
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Pages (from-to) | 6305-6308 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 47 |
Issue number | 35 |
DOIs | |
State | Published - Aug 28 2006 |
Bibliographical note
Funding Information:The authors gratefully acknowledge the National Science Foundation for support of this work through research Grant (CHE 0353541), NSF-MRI award (CHE 0416157) and University of Ulsan Research Fund 2006.
Keywords
- (Diacetoxyiodo)benzene
- Catalysis
- Hypervalent iodine
- Iodylbenzene
- Oxidation