Synthesis of iminofurane derivatives using one pot multicomponent reaction: Dynamic NMR Study

Subject Areas : Iranian Journal of Organic Chemistry

Sayyed Jalal  Shams-Najafi ¹ ()
Maryam  Ghazvini ² ()
Faramarz  Rostami-Charati ³ ()

Received: 2023-02-28 Accepted : 2023-02-28 Published : 2023-02-01

Keywords: Dibenzoylacetylene, Ninhydrin, Alkyl(aryl) isocyanides, Dynamic NMR, Ammonium acetate,

Abstract :

In this research the reaction between alkyl(aryl) isocyanides, dibenzoylacetylene, ninhydrin and ammonium acetate leads to production of highly functionalized inminofuranes. A dynamic NMR effect is observed in the 1H NMR spectra of these compounds as a result of restricted rotation around the single bond linking the indole moiety and the furan system. The free-energy of activation (ΔG#) for this process is 75-83 kJ mol-1.