2020
DOI: 10.1177/1747519820909374
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A derivatization-directed three-component synthesis of fluorescent spiro [dihydropyridine-4,3ʹ-indoline]s

Abstract: The synthesis of spiro[chromeno[4,3- b]pyrazolo[4,3- e]pyridine-7,3ʹ-indoline]s is achieved via three-component reactions of 5-amino-3-methylpyrazole, 4-aminocoumarin, and isatin derivatives. This protocol provides expedient synthesis of 10-unsubstituted derivatives of the parent heterocyclic spiro framework and does not lead to coumarin ring opening. The synthesis is highly convergent as no by-products are present in the reaction mixtures. The spiro products show violet fluorescence emissions depending on the… Show more

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Cited by 6 publications
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“…Recently, Rad-Moghadam and coworkers obtained the spiro 1,4-dihydropyrido [3,2- c ]coumarin derivatives 156a – f via a three-component reaction of 4-aminocoumarin ( 13 ), isatin derivatives 154a – f and 3-methyl-1 H -pyrazol-5-amine ( 155 ) in the presence of p -TSA in ethanol under sonication or heating [ 120 ]. They proposed two possible pathways ( Scheme 35 ).…”
Section: Synthetic Strategies For the Preparation Of Fused Pyridocoum...mentioning
confidence: 99%
“…Recently, Rad-Moghadam and coworkers obtained the spiro 1,4-dihydropyrido [3,2- c ]coumarin derivatives 156a – f via a three-component reaction of 4-aminocoumarin ( 13 ), isatin derivatives 154a – f and 3-methyl-1 H -pyrazol-5-amine ( 155 ) in the presence of p -TSA in ethanol under sonication or heating [ 120 ]. They proposed two possible pathways ( Scheme 35 ).…”
Section: Synthetic Strategies For the Preparation Of Fused Pyridocoum...mentioning
confidence: 99%