Mild and Metal-Free Regioselective 1,2-Addition of Carbon Nucleophiles to α,β-Unsaturated Imines

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

1 ICR - Institut de Chimie Radicalaire

A mild and metal-free regioselective 1,2-addition of carbon nucleophiles to α,β-unsaturated imines has been developed. Good yields and total regioselectivities were achieved by addition of p-nitro-benzyl chloride or 2,3-bis(bromomethyl)quinoxaline to α,β-unsaturated tosylimines.

Keywords: α; β-unsaturated tosylimines; regioselectivity; TDAE; addition; metal-free

Domains: Chemical Sciences

Cédric Spitz, Thierry Terme, Patrice Vanelle. Mild and Metal-Free Regioselective 1,2-Addition of Carbon Nucleophiles to α,β-Unsaturated Imines. SYNLETT, 2016, 27, pp.301 - 303. ⟨10.1055/s-0035-1560574⟩. ⟨hal-01425635⟩