Hypervalent iodine oxidation: α-Functionalization of β-dicarbonyl compounds using iodosobenzene

Autor: Robert M. Moriarty, V. T. Ravikumar, Radhe K. Vaid, T. E. Hopkins, B. K. Vaid
Rok vydání: 1988
Předmět:
Zdroj: Tetrahedron. 44:1603-1607
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)86720-x
Popis: Hypervalent iodine oxidation of β-diketones and β-ketoesters with iodosobenzene-boron trifluoride etherate in chloroform using appropriate nucleophiles results In α-functionalization. Benzoylacetone on reaction with iodosobenzene or iodosobenzene boron trifluoride-etherate in methanol yields α-methoxyacetophenone ( 9 ) and methyl phenylacetate ( 10 ). The possible mechanisms for these reactions are discussed.
Databáze: OpenAIRE