Environmental Friendly Synthesis of Novel Isatin Ketal and Isatin Schiff Base Derivatives Using Michael Addition Reaction under Solvent‐Free Conditions |
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Authors: | Gholamhassan Imanzadeh Zahra Soltanizadeh Ali Khodayari Mohammadreza Zamanloo Yagoub Mansoori Jaber Salehzadeh |
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Institution: | Department of Chemistry, Faculty of Science, University of Mohaghegh Ardabili, 56199‐11367, Ardabil, Iran |
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Abstract: | An efficient and simple procedure for the synthesis of novel isatin derivatives is described. Michael addition of aniline Schiff bases of isatin or p‐toluidine Schiff bases of isatin to fumaric esters affords the Michael adduct compounds in good to high yields in the presence of K2CO3 and tetrabutylammonium bromide (TBAB) under solvent‐free conditions. Repeating of this reaction about spiro1,3‐dioxolane‐2,3′‐indol]‐2′(1′H)‐one, as a Michael donor, in the presence of 1,4‐diazabicyclo2.2.2]octane (DABCO) gives Michael adducts in remarkable yields under the same conditions. |
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Keywords: | Michael addition isatin ketal isatin Schiff base fumaric ester acrylic ester solvent‐free conditions |
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