Recent synthetic journey on pyrrole-fused compounds

Abstract

Pyrrole and their fused compounds are widely known as biologically active scaffolds and it mainly gets fused at 1-2 (a), 2-3 (b), 3-4 (c) or 4-5 (d) positions. In a...

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

“…Employment of FeBr 2 and NaHCO 3 in toluene was found to be effective, giving the highest yield of 58% (entry 8). We therefore decided to screen the reac- Letter Synlett tion using FeBr 2 by changing the solvent and additives, and the product was obtained in yields ranging from 51 to 77% (entries [12][13][14][15][16][17][18][19]. The reaction with FeBr 2 in toluene with Cs 2 CO 3 as an additive gave the highest yield of 77% (entry 14).…”

“…in pyrrole ring system produces pharmacophores, which leads to the development of bioactive building blocks. 15 Various fused pyrrole based heterocycles like Spongiacidin B, HSP-90 inhibitors, Longamide A, Marinoquinoline C, (-)Rhazinicine, Eburnamonine, Bromoaldisin, and a new 5-HT3 receptor antagonists are reported to be naturally active ( Figure-1(b)). [16][17][18] Till date, reaction between nonaromatic heterocycles like thiohydantoin and O-acetyl oxime has yet not been reported.…”

Acylmethylidenepyrrolo[1,2-c]oxazoles via [3+2]-cyclization of 2-acylethynylpyrroles with carbonyl compounds

“…anti-cancer, anti-inflammatory, antibacterial, antiviral, antioxidant, antidiabetic, lipid-lowering, antiemetic, antiseptic, etc. 2…”

“…Among the fused pyrrole-containing compounds, pyrrolo[1,2- c ]oxazoles combining biologically important pyrrole 2,3 and oxazole 3 cycles remain rare and inaccessible due to the absence of convenient methods for their synthesis. Meanwhile, these bicyclic systems are incorporated in numerous compounds that exhibit pronounced biological activity.…”

Hydrogen bonding-promoted tunable approach for access to aza-bicyclo-[3.3.0]octanes and cyclopenta[b] pyrroles

“…Scheme 3 (a) Conversion of aza-bicyclo- [3,3,0]octanes to fused pyrroles or saturated systems. a one-pot process: compound 1/1 0 (1.0 equiv.…”