Green Synthesis of Indeno[1,2-b]quinoxalines Using β-Cyclodextrin as Catalyst

Abstract

An efficient, mild, and green method was developed for the synthesis of indeno[1,2-b]quinoxaline derivatives via o-phenylenediamine (OPD) and 2-indanone derivatives utilizing β-cyclodextrin (β-CD) as the supramolecular catalyst. The reaction can be carried out in water and in a solid state at room temperature. β-CD can also catalyze the reaction of indan-1,2-dione with OPD with a high degree of efficiency. Compared to the reported methods, this procedure is milder, simpler, and less toxic, making it an eco-friendly alternative. In addition, the β-CD can be recovered and reused without the loss of activity.

New multicomponent reactions in water: a facile synthesis of 1,3-dioxo-2-indanilidene-heterocyclic scaffolds and indenoquinoxalines through reaction of ninhydrin-malononitrile adduct with diverse N-binucleophiles

“…1). 31 They exhibit various biological properties, such as antitumor activity ( I ), 32 c-Jun N-terminal kinase (JNK) inhibition ( II ), 33 acetylcholinesterase (AChE) inhibitory activity ( III ), 34 α-glucosidase inhibition ( IV ), 35 tryptophan-tRNA synthetase (TrpRS) inhibition ( V ) 36 and antimicobacterial activity ( VI ). 37 In addition, substituted spiro indeno[1,2- b ]quinoxaline ( VII ) can be utilized as a photonic sensor to detect fluorescent dyes in the waste effluents of textiles, dyes, paper, and other industrial products 38 and 11 H -indeno[1,2- b ]quinoxalin-11-one ( VIII ) shows acid corrosion inhibitory effect on mild steel surfaces.…”

One-pot, mild and efficient multicomponent synthesis of novel various spiro-nitrogen heterocycle compounds

“…Multi-component reactions have always been a beneficial way of synthesizing heterocyclic compounds [12][13][14][15][16][17]. The quinoline, isoquinoline and indenoquinoxalin skeleton compounds are often used for the design of many synthetic compounds with diverse pharmacological properties such as antimicrobial, cytotoxic, HIV protease inhibitor, antiinflammatory, anti-cancer, antitumor, antimalarial and anti-viral activities [18][19][20]. Yavari and coworkers had reported a huge number studies, utilizing quinoline, isoquinoline, indenoquinoxalin and acetylendicarboxylate esters [21][22][23][24][25][26][27].…”