Domino synthetic strategy for tetrahydrothiophene derivatives from 2-acetylfuran/2-acetylthiophene,benzaldehydes, and sulfur powder |
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Affiliation: | 1. Department of Chemistry & Chemical Engineering, Lvliang University, Lvliang 033001, PR China;2. School of Chemistry and Chemical Engineering, Shanxi Datong University, Datong 037009, PR China;3. Department of Chemistry, Kansas State University, Manhattan, KS 66506, USA |
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Abstract: | A domino reaction from 2-acetylfuran/2-acetylthiophene, benzaldehydes and sulfur powder has been developed to synthesize a series of tetrahydrothiophene derivatives. The reaction proceeds well to construct five new bonds and a tetrahydrothiophene ring by one-pot. A possible mechanism was proposed, involving a stepwise of Aldol/double Michael addition/internal SN2 cascaded reaction with sulfur powder acts as a source of sulfur. This method is characterized by mild reaction conditions, commercially available starting materials and transition-metal-free. |
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Keywords: | Domino reaction Tetrahydrothiophene derivatives Sulfur Powder Cyclization Benzaldehydes |
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