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Three‐Component Reaction for Construction of Spiro[indoline‐3,7′‐thiazolo[3,2‐a]pyridines] and Spiro[benzo[4,5]thiazolo[3,2‐a]pyridine‐3,3′‐indolines]
Authors:Fan Yang  Jing Sun  Chaoguo Yan
Institution:College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002, China
Abstract:The three‐component reaction of thiazole (benzothiazole), dialkyl but‐2‐ynedioate, and isatinylidene malononitriles in toluene at 110–120°C in a sealed tube afforded a mixture of cis/trans‐isomers of functionalized diastereoisomeric spiroindoline‐3,7′‐thiazolo3,2‐a]pyridines] and spirobenzo4,5]thiazolo3,2‐a]pyridine‐3,3′‐indolines] in good yields. Both cis‐isomers and trans‐isomers were successfully separated out and fully characterized with spectroscopy and single crystal determination. Under similar conditions, the three‐component reaction containing 2‐(1,3‐dioxo‐1H‐inden‐2(3H)‐ylidene)malononitrile resulted in spiroindene‐2,7′‐thiazolo3,2‐a]pyridine] derivatives.
Keywords:multicomponent reaction  spirooxindole  thiazole  benzothiazole  electron‐deficient alkyne  malononitrile
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