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Condensation of Indoline with Some 1,2‐ and 1,3‐Diketones
Authors:Haydar Kilic  Omer Aydin  Sinan Bayindir  Nurullah Saracoglu
Institution:1. Department of Chemistry, Faculty of Sciences, Atatürk University, Erzurum, Turkey;2. Department of Chemistry, Faculty of Sciences and Arts, Bing?l University, Bing?l, Turkey
Abstract:Bismuth nitrate catalyzed condensation reactions of indoline with 1,2‐ and 1,3‐diketones were investigated and were reported to proceed via different reaction pathways with the involvement of one or two of the carbonyl groups. While the reaction of indoline with cyclohexane‐1,3‐dione ( 4 ) gave solely condensation product, the reaction between the acetylacetone ( 5 ) and indoline provided N‐acetyl indoline as single products on retro‐aldol process. In contrast to 1,3‐diketones, the reaction with benzil ( 17 ) was performed under difficult conditions and proceeded to give secondary products.
Keywords:
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