Metal-free Deamidative Ugi Access to Isoindolinones

Samira Baaziz , Mansour Dole Kerim (1) , Marie Cordier (2) , Lamouri Hammal (3) , Laurent El Kaim (1)

1 DCSO - Laboratoire de synthèse organique
2 LCM - Laboratoire de chimie moléculaire
3 USTHB - Université des Sciences et de la Technologie Houari Boumediene = University of Sciences and Technology Houari Boumediene [Alger]

A two-step isoindolone synthesis has been achieved by using an Ugi/oxidative vicarious nucleophilic substitution sequence starting from 3-nitrobenzoic acid and aromatic aldehydes. Loss of the amido group was observed as well as a further oxidative process towards hy-droxyisoindolone derivatives after prolonged stirring open to the atmosphere .

Keywords: air oxidation; isolindolones; intramolecular vicarious nucleophilic substitution; 3-nitrobenzoic acid; Ugi reaction

Domains: Other

Samira Baaziz, Mansour Dole Kerim, Marie Cordier, Lamouri Hammal, Laurent El Kaim. Metal-free Deamidative Ugi Access to Isoindolinones. SYNLETT, 2018, 29 (14), pp.1842-1846. ⟨10.1055/s-0037-1610189⟩. ⟨hal-01999460⟩