A reagent that can oxidize primary alcohols to aldehydes and secondary alcohols to ketones. It’s better than chromium- and DMSO-based oxidants due to milder conditions, shorter reaction times, higher yields, and simplified workups.1 mainly used as an oxidant for complex, sensitive and multifunctional alcohols.2,3,4 Also applied to one-step oxidation of secondary amides to imides and N-acyl vinylogous carbamates or ureas5, the direct oxidation of benzylic and related primary amines to the corresponding nitriles5, and synthesis of α-organosulfonyloxylated compounds by the reaction of organosulfonic acids with ketones and dicarbonyl compounds6.
1. J. Org. Chem. 1983, 48, 4155.
2. Tetrahedron, 2004, 60, 2131
3. Synlett 2001, 6, 789.
4. Tetraherdon 2003, 59, 2929.
5. Angew. Chem. Int. Ed. 2005, 44, 5992.
6. Synlett 2008, 13, 987.