Facile construction of 3-indolochromenes and 3-indoloxanthenes via EDDF catalyzed one-pot three component reactions

Abstract

A novel and green strategy for the construction of biologically relevant 3-indolochromene and 3-indoloxanthene scaffolds is reported using EDDF as a catalyst and ethylene glycol as a promoter solvent. The catalytic system offers wider applicability, crossing over a variety of substrates, besides affording exclusively the desired product in shorter reaction times and high yields. Furthermore, the ease of work-up and purification combined with the recyclability of the EDDF-ethylene glycol system makes the present method environmentally sustainable and amenable to large-scale synthesis as well.

Towards an Understanding of the “Ambiphilic” Character of Ionic Liquids for Green Synthesis of Chemically Diverse Architectures

“…Rawat et al. exploited the ambiphilic nature of IL ethylenediammonium‐diformate (EDDF) as a catalyst and ethylene glycol as a promoter for the synthesis of differently substituted 3‐indolochromenes 67 and 3‐indoloxanthenes 68 via three‐component, one‐pot synthesis at lower reaction time and ambient temperature (Scheme ) . The EDDF‐ethylene glycol catalytic system generates the corresponding product in high yields without any side‐products.…”

l-Cysteine-functionalized magnetic nanoparticles (LCMNP): as a magnetic reusable organocatalyst for one-pot synthesis of 9-(1H-indol-3-yl) xanthen-4-(9H)-ones

“…In method 3, [TBA][Gly] as an amino acidbased ionic liquid was used for synthesis of these compounds [63]. Ammonium-based catalysts (methods 4 and 7) were also showed activity in synthesis of 9-(1H-indol-3-yl)-xanthen-4-(9H)-ones [64,65]. Combination of FeCl 3 and PPh 3 (method 8) was also reported as catalyst system in this protocol [66].…”

New insight into experimental and theoretical mechanistic study on a green synthesis of functionalized 4H‐chromenes using magnetic nanoparticle catalyst

“…[2] This strategy has been offered for a wide range of highly complex molecule production due to their precious features such as low environmental costs, straightforward processes, lack of difficult purification processes, absence of significant side products, atom economy, excellent yields, low reaction times, saving costs, and energies. [3][4][5][6][7][8][9][10][11][12] MCRs in water as a safe, affordable, and available solvent have been applied in an environmentally friendly synthesis of medicinal scaffolds libraries. [13,14] Heterocyclic compounds with chromene moiety have been worth targets in MCRs especially because of their wide application in varied medicinal features.…”