2010
DOI: 10.1002/cjoc.201090209
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Synthesis of Novel Spiro Pyrrolidine and Pyrrolizine Derivatives by 1,3‐Dipolar Cycloaddition

Abstract: The 1,3-dipolar cycloaddition of azomethine ylides derived from isatin and amino acids viz. sarcosine and proline to 2-arylmethylidene-5,6-dihydroimidazo[2,1-b]thiazol-3(2H)-ones afforded novel spiro pyrrolidines and pyrrolizidines regio-and stereoselectively in moderate yields. The products were characterized thoroughly by IR, MS, NMR together with elementary analysis. Figure 2 ORTEP diagram of 3c.

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Cited by 9 publications
(2 citation statements)
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“…Generally, the Huisgen 1,3‐dipolar cycloaddition of azomethine ylides and electron‐withdrawing alkenes is the most common approach to pyrrolidine rings. One way to integrate the oxindole moiety with a pyrrolidine ring in the same spirocyclic system is to combine azomethine ylides, derived from α‐amino acids and isatins through the thermal decarboxylation, with electron‐poor alkenes (Path A, Scheme ). Actually, this is the dominantly reported method in the literature.…”
Section: Synthesis Of Spirooxindole System Through [3 + 2] Cycloadditmentioning
confidence: 99%
“…Generally, the Huisgen 1,3‐dipolar cycloaddition of azomethine ylides and electron‐withdrawing alkenes is the most common approach to pyrrolidine rings. One way to integrate the oxindole moiety with a pyrrolidine ring in the same spirocyclic system is to combine azomethine ylides, derived from α‐amino acids and isatins through the thermal decarboxylation, with electron‐poor alkenes (Path A, Scheme ). Actually, this is the dominantly reported method in the literature.…”
Section: Synthesis Of Spirooxindole System Through [3 + 2] Cycloadditmentioning
confidence: 99%
“…[5] At present, the predominant methods of preparing hydrophobic surfaces include the template, [6] electrochemical deposition, [7] laser etching, [8] phase separation, [9,10] and chemical etching. [11,12] Wherein, the laser ablation technology has advantages of simple processing and mature technology. Besides, the hydrophobicity can be adjusted and controlled by laser processing parameters, making it welcome in the processing of micro-nano structures on a variety of substrate surfaces.…”
Section: Introductionmentioning
confidence: 99%