Fe3O4‐supported sulfonated graphene oxide as a green and magnetically separable nanocatalyst for synthesis of 2-amino-3-cyano-4H-chromene derivatives and their in-silico studies. Issue 19 (18th October 2022)

• Record Type: Journal Article
• Authors: Sharma, Shaily; Meena, Mahesh; Sharma, Himanshu; Yadav, Dinesh Kumar; Tiwari, Atul; Verma, Ved Prakash
• Is Part Of: Synthetic communications. Volume 52:Issue 19/20(2022)
• Page Start: 1926
• Page End: 1955
• Publication Date: 2022-10-18
• Subjects: In-silico studies -- malononitrile -- multicomponent reaction -- one-pot reaction -- 2-amino-4H-chromenes; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2022.2120404
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: Under ultrasound irradiation, 17 examples of 2-Amino-3-cyano-4H-chromene derivatives were prepared via one-pot three components domino Knoevenagel–Michael condensation reaction of aliphatic/aromatic/heterocyclic aldehydes, malononitrile, and α-naphthol/β–naphthol/resorcinol in the presence of Fe3 O4 ‐supported sulfonated graphene oxide as a green and magnetically separable nanocatalyst in H2 O: EtOH (1:1) solvent system. FT-IR, TGA, SEM, and XRD were used to evaluate the catalyst. The current protocol is appealing because of high atom economy (95%), excellent yields (88-95%), its short reaction time, waste-free conditions, cost-effectiveness, use of a nontoxic solvent, lack of high temperature for reflux, non-chromatographic purification of products, recyclability of catalyst, etc. In-silico studies were conducted on the selected proteins DNA gyrase (1KZN) and CYP51 (4WMZ) to study the docking interactions with highest docking scores 4h (−8.8 kcal/mol) and 4e (−10.1 kcal/mol), respectively. ADME and Toxicity analysis of docked compounds and reference drugs were also done. Highlights: Room temperature and ultrasound assisted three-component synthesis Synthesis of biological important 4H-chromene derivatives in H2O: EtOH (1:1) solvent High yields of products (88–95%) within rapid reaction time (10–15 min). High atom economy 95%. Avoid of column chromatography In-silico studies Easy and fast work up Magnetically separable and reusable catalyst. GRAPHICAL ABSTRACT: UF0001