Solvent-Free Synthesis of -Amino Ketones from -Hydroxyl Ketones via A Novel Tandem Reaction Sequence Based on Heyns Rearrangement

摘要

Heyns rearrangement have been famous for carbohydrate chemists for several decades. However, this reaction was underrated as a useful method for synthetic chemists due to preparative shortcomings. Herein we developed an efficient method for the synthesis of pharmaceutically important -amino ketones from readily available -hydroxy ketones and secondary amines through a tandem reaction sequence based on Heyns rearrangement. The reaction smoothly proceeded by using catalytic PTSA as catalyst without solvent. Primary and secondary -hydroxy ketones were readily used and regioselectively afforded the correspondingly -amino ketones with moderate yield.