Synthesis of β- Amino Carbonyl Compounds in Solvent-free Condition in the Presence of SiCl4 And Synthesis of Benzothiazole Derivatives

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Baghi, Roya | 2010

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Type of Document: M.Sc. Thesis
Language: Farsi
Document No: 40436 (03)
University: Sharif University of Technology
Department: Chemistry
Advisor(s): Mahmoodi Hashemi, Mohammad; Azizi, Najmeddin
Abstract:
SiCl4 catalyzed Michael addition reaction of aliphatic and aromatic amines with different α,β- unsaturated compounds and one-pot three component Mannich reaction under solvent-free condition were investigated. β-amino carbonyl compound were synthesized in high yield in short reaction time. Furthermore, in the Mannich reaction good yield and excellent stereoselectivity were observed. In addition, the synthesis of 2-substituted benzothiazoles from aromatic aldehydes and 2 aminothiophenol in moderate to excellent yields in water in the presence of PTSA catalyst (10 mol%). This method provides a simple and efficient protocol in terms of mild reaction conditions, clean reaction profiles, small quantity of catalyst, and simple workup procedure.
Keywords:
Benzothiazole ; Michael Addition ; Michael Reaction ; B-Aminocarbonyls ; Aminothiophenol