Formal [3+2] cycloaddition of Ugi adducts towards pyrrolines

Abdelbari Ben Abdessalem (1) , Raoudha Abderrahim (2) , Asma Agrebie (2) , Aurélie dos Santos (1) , Laurent El Kaim (1) , Andrew Komesky (1)

1 DCSO - Laboratoire de synthèse organique
2 Laboratory of Physics of Lamellaires Materials and Hybrids Nanomaterials

Ugi adducts derived from aromatic aldehydes may be converted to pyrrolines via addition of Michael acceptors under microwave irradiation. The reaction may proceed via unusual formation of azomethine ylides followed by a [3+2] cycloaddition using Michael acceptors.

Domains: Organic chemistry

Abdelbari Ben Abdessalem, Raoudha Abderrahim, Asma Agrebie, Aurélie dos Santos, Laurent El Kaim, et al.. Formal [3+2] cycloaddition of Ugi adducts towards pyrrolines. Chemical Communications, 2014, 51 (6), pp.1116-1119. ⟨10.1039/C4CC08282F⟩. ⟨hal-01114416⟩