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] |
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Authors: | Fan Yang Jing Sun Chaoguo Yan |
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Institution: | College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002, China |
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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. |
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Keywords: | multicomponent reaction spirooxindole thiazole benzothiazole electron‐deficient alkyne malononitrile |
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