Carbonyl ylides are generally non-isolable reactive intermediates and have been extensively utilized as the dipole in 1,3-dipolar cycloaddition reactions with electron-deficient and electron-rich dipolarophiles to afford polycyclic compounds including five-membered oxacycles. The most efficient method for generating the carbonyl ylide is the interaction of a metal carbene complex with the oxyge...

Indoles substituted by electron-depleted thio groups at positions 1 and 3 react as C2 = C3 dipolarophiles with an electron-rich azomethine ylide dipole under flow conditions. The dearomatizing (3 + 2) cycloadditions readily occur to afford the corresponding fluorinated 3D-pyrrolidinoindolines bearing a tetrasusbtituted carbon centre ring junction.

Abstract Herein, we report on the rhodium‐catalyzed reaction of triazoles with acyl selenides. Under thermal conditions and in presence a rhodium catalyst, rapid 1,3‐difunctionalization occurs to provide valuable α‐seleno enamides high stereoselectivity broad functional group tolerance, which was demonstrated 35 examples up 95% yield. Computational calculations suggest pathway that gives direct...