Novel One-Pot Access to Diastereoisomeric Tertiary Phospholanes Oxides by Using Enantiomerically Pure Phospholane Oxides Under Catalyst-Free Conditions

Samia Guezane Lakoud (1) , Rim Aissa (1) , Regis Guillot (2) , Martial Toffano (2) , L. Aribi‐zouioueche (1)

1 UBMA - Université Badji Mokhtar Annaba
2 ICMMO - Institut de Chimie Moléculaire et des Matériaux d'Orsay

For the first time, enantiopure 1-r-oxo-2-c,5-t-diphenylphospholane was introduced as nucleophile in the multicomponent condensation reaction. Diastereoisomers of 2,5-diphenyl-1-oxo-1-[alkylphenyl-1-(phenylamino) methyl] phospholane derivatives were synthesized by one-pot process from aromatic aldehydes, anilines and enantiopure1-r-oxo-2-c,5-t-diphenyl-phospholane under green and eco-compatible conditions. The reaction proceeds under catalyst-free conditions at room temperature within very short time (3 min) in excellent yields (up to 95%). An X-ray crystal structure has been obtained for 2,5-diphenyl-1-oxo-1-[phenyl (phenylamino) methyl] phospholane.

Domains: Chemical Sciences; Organic chemistry

Samia Guezane Lakoud, Rim Aissa, Regis Guillot, Martial Toffano, L. Aribi‐zouioueche. Novel One-Pot Access to Diastereoisomeric Tertiary Phospholanes Oxides by Using Enantiomerically Pure Phospholane Oxides Under Catalyst-Free Conditions. ChemistrySelect, 2020, 5 (1), pp.379-383. ⟨10.1002/slct.201903760⟩. ⟨hal-03019308⟩