6,6′-Thiobis(methylene)-β-cyclodextrin dimer as a dimeric host and reusable promoter for synthesis of chromenones in water |
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Authors: | Vijay Vilas Shinde Daham Jeong Eunae Cho Seunho Jung |
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Institution: | 1. Institute for Ubiquitous Information Technology and Applications (UBITA) & Center for Biotechnology Research in UBITA (CBRU), Konkuk University, Seoul 143-701, South Korea;2. Department of Systems Biotechnology, Microbial Carbohydrate Resource Bank(MCRB), Konkuk University, Seoul 143-701, South Korea |
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Abstract: | Herein, two unit of β-cyclodextrin linked by thiomethylene bridge was synthesized and employed as a novel efficient supramolecular host for the synthesis of biologically active chromenones templates via three-component single-pot reaction. A possible reaction mechanism through molecular complexation is suggested based on 2D ROESY NMR spectroscopic analysis. Moreover, the catalyst could be easily recycled, while a 94% yield and 89% rate of catalyst recovery could be achieved after four cycles of catalyst recycling. Environmentally benign reaction conditions, excellent yields, and avoidance of organic solvent and conventional isolation as well as purification are the noteworthy credits of this developed protocol. |
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Keywords: | 6 6′-thiobis(methylene)-β-cyclodextrin dimer Supramolecular catalyst Chromene and pyrano chromene One-pot synthesis 2D ROESY NMR |
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