Ugi four-component reaction of alcohols: stoichiometric and catalytic oxidation/MCR sequences.

Fleur Drouet (1) , Géraldine Masson (1) , Jieping Zhu

1 ICSN - Institut de Chimie des Substances Naturelles

A new, simple, and efficient procedure for the one-pot Ugi four-component reaction of alcohols instead of aldehydes is described. Using a stoichiometric amount of IBX or only 1-2% of sodium 2-iodobenzenesulfonate in the presence of Oxone, a wide range of primary alcohols were oxidized to the aldehyde that were directly engaged in the Ugi four-component reaction to afford α-acetamidoamides in good to excellent yields.

Domaines: Chimie organique

Fleur Drouet, Géraldine Masson, Jieping Zhu. Ugi four-component reaction of alcohols: stoichiometric and catalytic oxidation/MCR sequences.. Organic Letters, 2013, 15 (11), pp.2854-7. ⟨10.1021/ol401181a⟩. ⟨hal-00853051⟩