An efficient bentonite clay catalyzed multicomponent synthesis of substituted spirooxindoles in water/ethanol solvent system

  • Shivam Bajpai Department of Chemistry, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India
  • Sunil Bhatia Department of Chemistry, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India
  • Anil Kumar Bajpai Department of Physics, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India
  • Sarvesh Narain Asthana Department of Physics, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India
Keywords: Bentonite clay, multicomponent synthesis, spirooxindoles

Abstract

The present report demonstrates an efficient use of bentonite clay to bring about multicomponent synthesis of substituted spirooxindoles 4a-h in Water/ ethanol solvent system under the mild reaction conditions.

Keywords:  Bentonite clay, multicomponent synthesis, spirooxindoles

Downloads

Download data is not yet available.

Author Biographies

Shivam Bajpai, Department of Chemistry, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India

Department of Chemistry, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India

Sunil Bhatia, Department of Chemistry, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India

Department of Chemistry, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India

Anil Kumar Bajpai, Department of Physics, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India

Department of Physics, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India

Sarvesh Narain Asthana, Department of Physics, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India

Department of Physics, Bipin Bihari College, Affiliated To Bundelkhand University, Jhansi- 284001, U.P., India

References

Nagendrappa G. Organic synthesis using clay catalysts: clays for 'Green Chemistry'. Resonance. 2002 ;7:64-77. https://doi.org/10.1007/BF02836172

Koohestani F, Sadjadi S, Heravi M. Composite of bentonite and cyclodextrin as an efficient catalyst for promoting chemical transformations in aqueous media. Scientific Reports. 2021;11(1):5102. https://doi.org/10.1038/s41598-021-84349-9 PMid:33658567 PMCid:PMC7930184

Borah D, Brahma D, Roy S, Basak D, Agarwal S, Saikia H, Bentonite clay as a novel base heterogeneous catalyst in Knoevenagel Condensation of aldehydes with ethyl cyanoacetate in water , Results in Chemistry, 2024: 7:101238. https://doi.org/10.1016/j.rechem.2023.101238

Tejedor D, Garcia-Tellado F. Chemo-differentiating ABB′ multicomponent reactions. Privileged building blocks. Chemical Society Reviews. 2007; 6(3): 484-91. https://doi.org/10.1039/B608164A PMid:17325787

Blackwell HE. Hitting the SPOT: small-molecule macroarrays advance combinatorial synthesis. Current Opinion in Chemical Biology. 2006 ;10(3):203-12. https://doi.org/10.1016/j.cbpa.2006.04.026 PMid:16682247

Toure BB, Hall DG. Natural product synthesis using multicomponent reaction strategies. Chemical reviews. 2009; 109(9):4439-86. https://doi.org/10.1021/cr800296p PMid:19480390

Williams RM, Cox RJ. Paraherquamides, brevianamides, and asperparalines: laboratory synthesis and biosynthesis. An interim report. Accounts of chemical research. 2003; 36(2):127-39. https://doi.org/10.1021/ar020229e PMid:12589698

Cui CB, Kakeya H, Osada H. Novel mammalian cell cycle inhibitors, spirotryprostatins A and B, produced by Aspergillus fumigatus, which inhibit mammalian cell cycle at G2/M phase. Tetrahedron. 1996;52(39):12651-66. https://doi.org/10.1016/0040-4020(96)00737-5

Fischer C, Meyers C, Carreira EM. Efficient Synthesis of (±)‐Horsfiline through the MgI2‐Catalyzed Ring‐Expansion Reaction of a Spiro [cyclopropane‐1, 3′‐indol]‐2′‐one. Helvetica Chimica Acta. 2000 ; 83(6):1175-81. https://doi.org/10.1002/1522-2675(20000607)83:6<1175::AID-HLCA1175>3.0.CO;2-D

Bella M, Kobbelgaard S, Jørgensen KA. Organocatalytic Regio-and Asymmetric C-Selective SNAr Reactions Stereoselective Synthesis of Optically Active Spiro-pyrrolidone-3, 3 '-oxoindoles. Journal of the American Chemical Society. 2005; 127(11):3670-1. https://doi.org/10.1021/ja050200g PMid:15771481

Alcaide B, Almendros P, Rodríguez-Acebes R. Efficient entry to diversely functionalized spirocyclic oxindoles from isatins through carbonyl-addition/cyclization reaction sequences. The Journal of Organic Chemistry. 2006; 71(6):2346-51. https://doi.org/10.1021/jo0525027 PMid:16526783

DeSimone RW, Currie KS, Mitchell SA, Darrow JW, Pippin DA. Privileged structures: applications in drug discovery. Combinatorial chemistry & high throughput screening. 2004 ;7(5):473-93. https://doi.org/10.2174/1386207043328544 PMid:15320713

Dabiri M, Bahramnejad M, Baghbanzadeh M. Ammonium salt catalyzed multicomponent transformation: simple route to functionalized spirochromenes and spiroacridines. Tetrahedron. 2009; 65(45):9443-7. https://doi.org/10.1016/j.tet.2009.08.070

Wu C, Shen R, Chen J, Hu C. An efficient method for multicomponent synthesis of spiro [4H-pyran-oxindole] derivatives catalyzed by magnesium perchlorate. Bulletin of the Korean Chemical Society. 2013; 34(8):2431-5. https://doi.org/10.5012/bkcs.2013.34.8.2431

Elinson MN, Ilovaisky AI, Dorofeev AS, Merkulova VM, Stepanov NO, Miloserdov FM, Ogibin YN, Nikishin GI. Electrocatalytic multicomponent transformation of cyclic 1, 3-diketones, isatins, and malononitrile: facile and convenient way to functionalized spirocyclic (5, 6, 7, 8-tetrahydro-4H-chromene)-4, 3′-oxindole system. Tetrahedron. 2007; 63(42):10543-8. https://doi.org/10.1016/j.tet.2007.07.080

Meshram HM, Kumar DA, Prasad BR, Goud PR. Efficient and convenient polyethylene glycol (PEG)-mediated synthesis of spiro-oxindoles. Helv. Chim. Acta.; 93(648):10-02. https://doi.org/10.1002/hlca.200900273

Published
2024-08-15
How to Cite
1.
Bajpai S, Bhatia S, Bajpai AK, Asthana SN. An efficient bentonite clay catalyzed multicomponent synthesis of substituted spirooxindoles in water/ethanol solvent system. JDDT [Internet]. 15Aug.2024 [cited 8Sep.2024];14(8):119-22. Available from: https://jddtonline.info/index.php/jddt/article/view/6754