Three-component synthesis of spiro[indoline-3,4'-pyrano[3,2-b]pyran]- 2,8'-diones using a one-pot reaction
- PMID: 24164049
- DOI: 10.2174/13862073113166660067
Three-component synthesis of spiro[indoline-3,4'-pyrano[3,2-b]pyran]- 2,8'-diones using a one-pot reaction
Abstract
A one-pot, three-component reaction of an isatin and kojic acid with an active methylene compound such as ethyl cyanoacetate, methyl cyanoacetate and malononitrile in methanol using catalytic amount of DABCO to give 2'- amino-6'-(hydroxymethyl)-8'H-spiro[indoline-3,4'-pyrano[3,2-b]pyran]-2,8'-diones in good to excellent yields under reflux conditions, is described.
Similar articles
-
Rapid and efficient ultrasound-assisted method for the combinatorial synthesis of spiro[indoline-3,4'-pyrano[2,3-c]pyrazole] derivatives.ACS Comb Sci. 2012 Jan 9;14(1):38-43. doi: 10.1021/co200128k. Epub 2011 Dec 19. ACS Comb Sci. 2012. PMID: 22141731
-
Synthesis of 2,6'-dioxo-1',5',6',7'-tetrahydrospiro[indoline-3,4'-pyrazolo[3,4-b]pyridine]-5'-carbonitriles via a one-pot, three-component reaction in water.ACS Comb Sci. 2012 Dec 10;14(12):657-64. doi: 10.1021/co300047j. Epub 2012 Nov 28. ACS Comb Sci. 2012. PMID: 23190397
-
Ultrasound-promoted one-pot, three-component synthesis of spiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine] derivatives.Molecules. 2012 Jul 23;17(7):8674-86. doi: 10.3390/molecules17078674. Molecules. 2012. PMID: 22825620 Free PMC article.
-
Synthesis and pharmacological properties of polysubstituted 2-amino-4H-pyran-3-carbonitrile derivatives.Mol Divers. 2020 Nov;24(4):1385-1431. doi: 10.1007/s11030-019-09994-9. Epub 2019 Sep 25. Mol Divers. 2020. PMID: 31555954 Review.
-
Spirooxindole: A Versatile Biologically Active Heterocyclic Scaffold.Molecules. 2023 Jan 7;28(2):618. doi: 10.3390/molecules28020618. Molecules. 2023. PMID: 36677676 Free PMC article. Review.
Cited by
-
Sonochemistry in an organocatalytic domino reaction: an expedient multicomponent access to structurally functionalized dihydropyrano[3,2-b]pyrans, spiro-pyrano[3,2-b]pyrans, and spiro-indenoquinoxaline-pyranopyrans under ambient conditions.RSC Adv. 2022 Apr 28;12(20):12843-12857. doi: 10.1039/d2ra01917e. eCollection 2022 Apr 22. RSC Adv. 2022. PMID: 35496344 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources