Study of the interaction of salicyl aldehydes with epichlorohydrin: a simple, convenient, and efficient method for the synthesis of 3,6-epoxy[1,5]dioxocines |
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| Authors: | Dainius Janeliunas |
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| Affiliation: | Department of Chemical Technology, Kaunas University of Technology, Radvilenu pl. 19, LT-50270 Kaunas, Lithuania |
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| Abstract: | An efficient synthetic method for 3,6-epoxy[1,5]dioxocines via the condensation of salicyl aldehydes and epichlorohydrin, using benzyl triethylammonium chloride as catalyst, is described. The use of neutral or electron-deficient salicyl aldehydes in all cases was found to give 3,6-epoxy[1,5]dioxocine derivatives in good yields. The structural features were resolved by IR, NMR spectroscopy, mass spectrometry, and ultimately proved by X-ray crystallographic analysis. |
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| Keywords: | Dioxocine Epichlorohydrin Salicyl aldehydes Intramolecular cyclization |
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