Synthesis of novel spirooxindole derivatives by one pot multicomponent reaction and their antimicrobial activity

Design and synthesis of spiro derivatives containing a thiophene ring and evaluation of their Anti-microbial activity

“…The -NH proton of the oxindole moiety appear as a singlet at  8.10 ppm. The off-resonance decoupled 13 C NMR spectra of 4k added conclusive support to the proposed structure. The spiro carbon resonates at 6 9.3 ppm.…”

“…[9][10] The azomethine ylide represents one of the foremost reactive and versatile categories of 1,3-dipoles and is instantly concerned trapped by a range of dipolarophiles forming substituted pyrrolidines. 11 1,3-dipolar cycloaddition reactions of azomethineylides has been well developed, and also the reactions proceed with high regio-and stereoselectivity 12,13 . Thiophene and its derivatives are the significant class of heterocyclic compounds possessing broad biological activities, such as antiinflammatory 14 , analgesic 14 , antioxidant 15 , antitubercular, 16 antidepressant, 17 sedative, 18 antiamoebic, 19 oral analgesic, 20 anti-metabolite, 21 and antineoplastic properties.…”

“…1 H NMR spectra were recorded at 400 MHz on BRUKER DRX spectrophotometer using CDCl 3 as solvent and TMS as an internal standard. 13 C NMR spectra were recorded at 100 MHz on BRUKER DRX spectrometer in CDCl 3 Microanalysis was performed on Heraeus Carlo Erba 1108 CHN analyzer. The melting points were recorded in open capillaries and are uncorrected.…”

Synthesis of spiro-fused heterocyclic scaffolds through multicomponent reactions involving isatin

“…In another study, the same authors conducted this reaction using 1,4-naphthoquinone 3 as dipolarophile with sarcosine 9 or L-proline for the synthesis of novel spirooxindoles 58 (Scheme 22). 63 Ethyl lactate as an invaluable bio based solvent was also demonstrated as the medium for this 1,3-dipolar cycloaddition reaction.…”

Synthesis, characterization and thermal decomposition of 2’-amino-6’-(1H-indol-3-yl)-1-methyl-2-oxospiro-[indoline-3,4’-pyran]-3’,5’-dicarbonitrile under non-isothermal condition in nitrogen atmosphere

“…Synthetic or natural heterocyclic compounds containing spirooxindole framework are endowed with a wide range of pharmacological activities [1]. The 3-substituted indole nucleus substructure is one of the most important heterocyclic found in natural products, pharmaceutical and medicinal chemistry [2].…”