CuCl₂·2H₂O/TBHP mediated synthesis of β-enaminones via coupling reaction of vinyl azides with aldehydes

Abstract

A facile and efficient oxidative functionalization of vinyl azides with aldehydes furnishing a diverse array of β-acylated enaminones was developed. The cross coupling was accomplished in the presence of CuCl2•2H2O/TBHP...

Vinyl azides in organic synthesis: an overview

“…By using this protocol, Wang and co-workers succeeded in synthesizing diverse β-enaminones in fair to very good yields (59–89%). 95 β-Enaminones are important pharmaceutically active compounds. They are also versatile and extremely attractive intermediates utilized in the preparation of pharmaceutical targets and various heterocyclic compounds.…”

“…The generated radical 300 then underwent isomerization to produce enaminyl radical 301 , which recombined with radical 299 to give final product 298 . 95…”

Carbene-catalyzed [3 + 2 + 1] annulation via C–N radical coupling of iminyl radicals and ketyl radicals

“…However, in comparison, intermolecular radical coupling of such iminyl radicals is much less studied and limited to disubstitution with the same radical. 9…”