Ultrasound-Promoted One-Pot, Three-Component Synthesis of Spiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine] Derivatives
Open Access
- 23 July 2012
- Vol. 17 (7), 8674-8686
- https://doi.org/10.3390/molecules17078674
Abstract
A series of 3'-aminospiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine]-2,5',10'-trione derivatives have been synthesized by a one-pot three-component reaction of isatin, malononitrile or ethyl cyanoacetate and phthalhydrazide catalyzed by piperidine under ultrasound irradiation. For comparison the reactions were carried out under both conventional and ultrasonic conditions. In general, improvement in rates and yields were observed when the reactions were carried out under sonication compared with classical conditions.This publication has 42 references indexed in Scilit:
- Efficient One-Pot Synthesis of Spirooxindole Derivatives Catalyzed byl-Proline in Aqueous MediumJournal of Combinatorial Chemistry, 2010
- Silica Gel-Catalyzed One-Pot Syntheses in Water and Fluorescence Properties Studies of 5-Amino-2-aryl-3H-chromeno[4,3,2-de][1,6]naphthyridine-4-carbonitriles and 5-Amino-2-aryl-3H-quinolino[4,3,2-de][1,6]naphthyridine-4-carbonitrilesJournal of Combinatorial Chemistry, 2009
- Highly Regioselective Synthesis of Polysubstituted Pyrroles through Three-Component Reaction Induced by Low-Valent Titanium ReagentJournal of Combinatorial Chemistry, 2008
- Recent Developments in Isocyanide Based Multicomponent Reactions in Applied ChemistryChemical Reviews, 2005
- Synthesis and evaluation of some new spiro indoline-based heterocycles as potentially active antimicrobial agentsBioorganic & Medicinal Chemistry, 2004
- Javaniside, a novel DNA cleavage agent from Alangium javanicum having an unusual oxindole skeletonChemical Communications, 2004
- Pteropodine and isopteropodine positively modulate the function of rat muscarinic M1 and 5-HT2 receptors expressed in Xenopus oocyteEuropean Journal of Pharmacology, 2002
- The chemistry of isatins: a review from 1975 to 1999Journal of the Brazilian Chemical Society, 2001
- Multicomponent Reactions with IsocyanidesAngewandte Chemie, 2000
- ChemInform Abstract: BIOLOGICALLY ACTIVE INDOLE DERIVATIVESChemischer Informationsdienst, 1982