A one-pot, three-component synthesis of spiro[indoline-isoxazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine]triones in water

Rahmati, Abbas; Khalesi, Zahra

doi:10.1016/j.tet.2012.07.073

Cited by 48 publications

(14 citation statements)

References 31 publications

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“…In continuation of Rahmati's interest in synthesizing spirooxindoles compounds incorporating isoxazole and pyrimidinone rings, series of novel spiro[indoline‐isoxazolo[4′,3′:5,6]pyrido[2,3‐ d ]pyrimidine]triones ( 36 ) were obtained via a one‐pot three‐component condensation reaction (Scheme ) . This synthesis was performed in water at 70 °C catalyzed by p ‐TSA.…”

Section: Organic–catalyzed Mcrs Synthesis Of 33′‐spirooxindolesmentioning

confidence: 99%

Recent Advances in Green Synthesis of 3,3′‐Spirooxindoles via Isatin–based One–pot Multicomponent Cascade Reactions in Aqueous Medium

Liang

Wang

2016

ChemistrySelect

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3,3′‐spirooxindoles are important synthetic target compounds and play special role in organic chemistry because of their extensive biological activities and applications of pharmaceutical lead discovery. In recent years, there has been a significant increase in design of new, atom economical and eco‐friendly isatin‐based one‐pot multicomponent cascade reactions in aqueous medium for the green synthesis of 3,3′‐spirooxindoles. In this review, the recent advances in this area were summarized and classified according to catalyst‐free, organic‐catalyzed, inorganic‐catalyzed, nanometer‐silica‐catalyzed and enzyme‐catalyzed reaction systems. These reviewed methods provide important inspiration for the synthesis of novel 3,3′‐spirooxindoles and design of new pharmaceutical compounds.

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Section: Organic–catalyzed Mcrs Synthesis Of 33′‐spirooxindolesmentioning

confidence: 99%

Recent Advances in Green Synthesis of 3,3′‐Spirooxindoles via Isatin–based One–pot Multicomponent Cascade Reactions in Aqueous Medium

Liang

Wang

2016

ChemistrySelect

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“…103 Reddy's group used dimedone instead of barbituric acid in an alternative strategy to obtain oxazolo [5,4-b]quinoline-fused spirooxindoles in the presence of microwave irradiation under solvent-free condition. …”

Section: Scheme 54mentioning

confidence: 99%

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

Ziarani¹,

Moradi²,

Lashgari³

2015

Arkivoc

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Isatin has been utilized in many heterocyclic preparations and considered as an important building block in organic synthesis. There is a wide range of multi-component reactions that include isatin in the synthesis of heterocyclic compounds. This review highlights the advances in the use of isatin as starting material in the synthesis of various organic compounds and drugs during the period from 2012 to 2015.

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“…Multicomponent reactions (MCRs) have emerged as a most popular synthetic tool for the prompt and favorable access of diverse heterocycles . In contrast, divergent syntheses of MCRs offer an efficient and easy methodology for the generation of complex scaffolds avoiding for instance protecting group strategies or time‐consuming purification processes .…”

Section: Introductionmentioning

confidence: 99%

“…Multicomponent reactions (MCRs) have emerged as a most popular synthetic tool for the prompt and favorable access of diverse heterocycles. [1][2][3] In contrast, divergent syntheses of MCRs offer an efficient and easy methodology for the generation of complex scaffolds avoiding for instance protecting group strategies or time-consuming purification processes. [4] Nitrogen-containing fused-heterocycles are an integral part of biological and small molecule drugs or synthetic molecules and physiologically active natural products.…”

Section: Introductionmentioning

confidence: 99%

A three‐component process for the synthesis of 2,3‐dihydroquinazolin‐4(1H)‐one derivatives using nanosized nickel aluminate spinel crystals as highly efficient catalysts

Safaei‐Ghomi

Teymuri

2019

J Chinese Chemical Soc

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NiAl2O4 spinel nanocrystals were synthesized as mesoporous catalysts and were fully characterized using Fourier‐transform infrared spectroscopy (FT‐IR), X‐ray diffraction patterns (XRD), scanning electron microscopy (SEM), and Energy‐dispersive X‐ray spectroscopy (EDS). These nanocrystals catalyzed the synthesis of 2,3‐dihydroquinazolin‐4(1H)‐one derivatives via a one‐pot, three‐component condensation reaction of aromatic aldehydes, isatoic anhydride, and ammonium acetate or primary aromatic amine under microwave irradiation. By far, the most obvious advantages of the offered process are efficiency and recyclability of the catalyst as well as a significantly shorter reaction time.

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A one-pot, three-component synthesis of spiro[indoline-isoxazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine]triones in water

Cited by 48 publications

References 31 publications

Recent Advances in Green Synthesis of 3,3′‐Spirooxindoles via Isatin–based One–pot Multicomponent Cascade Reactions in Aqueous Medium

Recent Advances in Green Synthesis of 3,3′‐Spirooxindoles via Isatin–based One–pot Multicomponent Cascade Reactions in Aqueous Medium

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

A three‐component process for the synthesis of 2,3‐dihydroquinazolin‐4(1H)‐one derivatives using nanosized nickel aluminate spinel crystals as highly efficient catalysts

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