One-pot synthesis of acenaphtho[1,2-b]furan derivatives

Silica-supported ionic liquid as highly efficient catalyst for one-pot synthesis of acenaphtho[1,2-b]furan compounds

“…With the aim of investigating the effects of temperature and solvent, the reactions were carried out at the various temperatures and in the different solvents such as CH 2 Cl 2 , CHCl 3 , ethanol, CH 3 CN, and finally refluxed DMSO were found as the best reaction conditions. As established in our previous studies, 21,22 at the first step, isocyanide attacks on O-SiMe 3 bond of silyl enol ether (1) to generate active enol ion pair complex (2). Then, α, β-unsaturated ketone (4) generated after condensation of enol (2) and aldehyde can produce iminolactone intermediate (6) either via a formal [4+1]-cycloaddition reaction or a Michael-type addition with the isocyanide.…”

“…15 In this regard, ionic liquids possessing HSO − 4 as counteranion, especially those have been immobilized on the solid surfaces, exhibit promising results in the area of catalysing reactions. [16][17][18][19][20] In the previous studies, 21,22 we reported catalystfree synthesis of acenaphtho [1,2-b]furan compounds employing isocyanide, aldehyde and silyl enol of acenaphthylen-1(2H )-one. However, chemical yields were not sustainable.…”