Iron‐catalyzed construction of cyanomethylated thiohydantoins by cross‐dehydrogenative C(sp³)‐C(sp³) coupling

Abstract

The efficient and novel approach for synthesizing cyanomethylated thiohydantoin from readily obtainable acetonitrile and 1,3-dibenzyl-2-thiohydantoin through iron(II)-catalyzed cross dehydrogenative coupling (CDC) protocol is documented here. The strategy displays extensive substrate scope, and provides an effectual construction of cyanomethylated thiohydantoins in moderate to good yield. Prominently, this new methodology represents hitherto unobserved reactivity pattern for the thiohydantoin.

Iron-Catalyzed Oxidative C(sp3)–C(sp3) Radical Coupling Reaction between Thiohydantoins and O-Acetyloximes for the Synthesis of 1,3-Dibenzyl-3,4-dihydropyrrolo[2,3-d]imidazole-2(1H)-thione Derivatives

“…They are found as active nuclei in anticancer, antimalaria, anticonvulsant, antiparasitic, and antibacterial compounds, as well as in tyrosine inhibitors (Scheme 1c). [19][20][21] Consequently, the development of synthetic routes to such fused heterocycles is desirable.…”