TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines

Omar Khoumeri (1) , Cédric Spitz (1) , Thierry Terme (1) , Patrice Vanelle (1)

1 ICR - Institut de Chimie Radicalaire

We report herein an original and rapid synthesis of 2,3-diaryl N-tosylaziridines by TDAE strategy starting from ortho-or para-nitro(dichloromethyl)benzene derivatives and N-tosylimines. A mixture of cis/trans isomers was isolated from 1-(dichloromethyl)-4-nitrobenzene, whereas only trans-aziridines were obtained from ortho-nitro derivatives.

Mots clés: TDAE; N-tosylimines; aziridines; diastereoselectivity

Domaines: Chimie

Omar Khoumeri, Cédric Spitz, Thierry Terme, Patrice Vanelle. TDAE Strategy for the Synthesis of 2,3-Diaryl N-Tosylaziridines. Molecules, 2013, 2013, pp.7364 - 7375. ⟨10.3390/molecules18077364⟩. ⟨hal-01425540⟩