An efficient one-pot three-component procedure for the synthesis of new chiral spiro-oxindolopyrrolizidines with highly regio-, diastereo-, and enantioselective from 1,3-dipolar cycloaddition of azomethine ylides and optically pure active cinamoyl oxazolidinone are described. The process occurs at room temperature in aqueous ethanol as green solvent and in the absence of any bidentate chelating...

the catalytic highly regio-, diastereo-, and enantioselective synthesis of a small library of spiropyrrolizidineoxindolesvia a four-component 1,3-dipolar cycloaddition reactionof azomethineylides, derived from isatin, with electron-deficient dipolarophilewas described. the process occurs at room temperature in aqueous ethanol as a green solvent and in the presence of a bidendatebis(imine)–cu(ii...

chiral pyrrolidines and pyrrolizidines with spirooxindole ring systems are the central skeletons for numerous alkaloids and pharmacologically important compounds. gelesmine, pseudotabersonine, formosanine, isoformosanine, morroniside and mitraphylline are some of the alkaloids containing spirooxindole ring systems. derivatives of spirooxindole find very wide biological applications as anti micr...

The combination of two or more unsaturated structural units to form cyclic organic compounds is commonly referred to as cycloaddition, and the combination of two unsaturated structural units that forms a six-membered ring is formally either a [5 + 1]-, [4 + 2]-, [2 + 2 + 2]-, or [3 + 3]-cycloaddition. Occurring as concerted or stepwise processes, cycloaddition reactions are among the most usefu...

The 1,2,3-triazole is a well-known biologically active pharmacophore constructed by the copper-catalyzed azide–alkyne cycloaddition. We herein reported synthesis of 4-amino-7-chloro-based [1,2,3]-triazole hybrids via Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition 4-azido-7-chloroquinoline with an alkyne derivative acetaminophen. compound was fully characterized Fourier-transform infrared (FT...

1,3-Dipolar cycloaddition reactions of azomethine ylides play an important role in the synthesis of highly substituted pyrollidines which are found in the structures of many important natural products and pharmaceuticals . Using this chemistry, four chiral centers can be created in a single step. The asymmetric version of this reaction has been tried both with achiral azomethine ylides and chir...

a series of 1,3-dipolar cycloaddition reactions are carried out using cyclodimers of simple nitrones and various dipolarophiles; substituted isoxazolidines are isolated and identified. it is proved that such cyclodimers, in solution, are in equilibrium with their corresponding nitrones and enamines. it is also concluded that aldocyclodimers are more potent than keto-cyclodimers in establishing ...

Cycloaddition reactions are among the most powerful methods for the synthesis of complex compounds. In particular, the development and application of the 1,3-dipolar cycloaddition, an important member of this reaction class, has grown immensely due to its powerful ability to efficiently build various five-membered heterocycles. Azomethine ylides are commonly used as dipoles for the synthesis of...

an efficient one-pot three-component procedure for the synthesis of new chiral spiro-oxindolopyrrolizidines with highly regio-, diastereo-, and enantioselective from 1,3-dipolar cycloaddition of azomethine ylides and optically pure active cinamoyl oxazolidinone are described. the process occurs at room temperature in aqueous ethanol as green solvent and in the absence of any bidentate chelating...

1,3-dipolar cycloaddition reaction of 1 mol or 2 mol of dibenzalaceton with 1 mol of non-stabilized azomethinylides generated in situ by decarboxylative condensation of isatin and proline or sarcosine give the novel new spiro-oxindolo(pyrrolizidines/ pyrrolidines) instead of bis-spirooxindolo( pyrrolizidines/ pyrrolidines).