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The three-component reaction of triphenylphosphine, dimethyl acetylenedicarboxylate and 3-arylamino-1-methyl-1H-pyrrole-2,5-diones in CH2Cl2 at room temperature resulted in functionalized 3-(triphenyl-λ5-phosphanylidene)succinates in nearly quantitative yields. However, tri(n-butyl)phosphine promoted reaction of dialkyl acetylenedicarboxylates and 3-arylamino-1-methyl-1H-pyrrole-2,5-diones in CH2Cl2 afforded functionalized pyrrolo[3,4-b]pyridine-4-carboxylates in satisfactory yields. [ABSTRACT FROM AUTHOR]

The three-component reaction of triphenylphosphine, dialkyl acetylenedicarboxylate, and 2-arylideneindane-1,3-dione in dry DME at 0 °C to room temperature resulted in functionalized 4-(triphenyl-λ5-phosphanylidene)-1',3'-dihydrospiro[cyclopentane-1,2'-inden]-2-enes in 65-87% yields. An unusual feature of the reaction is the retention of the triphenylphosphanylidene group in the spiro product. [ABSTRACT FROM AUTHOR]

A simple synthetic protocol was developed for the efficient synthesis of functionalized 3-{1-[2-(1H-indol-3-yl)ethyl]-4,5,6,7-tetrahydro- 1H-indol-3-yl}indolin-2-ones in high yield via three-component reaction of tryptamine, dimedone, and 3-phenacylideneoxindoles in refluxing acetonitrile with p-toluenesulfonic acid as catalyst. [ABSTRACT FROM AUTHOR]

A simple synthetic protocol was developed for the efficient synthesis of functionalized (1-benzo[d]thiazol-2-ylimidazolidin-4- ylidene)acetates via a three-component reaction among 2-aminobenzothiazole, a,β-unsaturated N-arylaldimines, and dialkyl acetylenedicarboxylates in anhydrous dichloromethane at room temperature. Additionally, the three-component reaction with 2-aminothiazole afforded the corresponding (1-thiazol-2-ylimidazolidin-4-ylidene)acetates. [ABSTRACT FROM AUTHOR]

The one-pot, two-step reactions of 4-picoline, a dialkyl acetylenedicarboxylate, and a 2-oxoindolin-3-ylidene derivative in 1,2-dimethoxyethane at elevated temperatures afford polyfunctionalized 2-[2-aryl-2-oxo-1 -(2-oxoindolin-3-ylidene)ethyl]fumarates in moderate to good yields. The reaction mechanism involves the sequential formation of Huisgen's 1,4-dipole, Michael addition, and loss of the pyridyl moiety. [ABSTRACT FROM AUTHOR]

The three-component reaction of triphenylphosphine, a dialkyl acetylenedicarboxylate, and a 3-(aroylmethylene)-1,3-dihydro- 2H-indol-2-one in 1,2-dimethoxyethane at room temperature gave the corresponding functionalized (triphenylphosphoranylidene) spiro[cyclopentene-1,3'-indole]s in satisfactory yields. [ABSTRACT FROM AUTHOR]

A series of novel 2'-aryl-2'-(2-oxo-1,2-dihydro-3H-in-dol-3-ylidene)-2',3'-dihydro-10b'H-spiro[indene-2,1'-pyrrolo[2,1-a]isoquinoline]-1,3-diones were efficiently synthesized by three-component reactions of in situ generated V-phenacylisoquinolinium bromides with indane-1,3-dione and isatins in ethanol with triethyl-amine as the base. A domino reaction mechanism for the formation of the spiro compounds was rationally proposed. [ABSTRACT FROM AUTHOR]

The p-toluenesulfonic acid catalyzed Povarov reaction of isatin-3-imines with β-enamino esters, which were generated in situ from the reaction of arylamines and methyl propiolate in eth-anol, afforded the polysubstituted spiro[indoline-3,2'-quinolines] in high yields and with high diastereoselectivity. [ABSTRACT FROM AUTHOR]