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A practicable synthesis of 2,3-disubstituted 1,4-dioxanes bearing a carbonyl functionality from α,β-unsaturated
Aramita De1, Sougata Santra, Igor A Khalymbadzha
1Department of Chemistry, Visva-Bharati (A Central University), Santiniketan 731235, India. adinath.majee@visva-bharati.ac.in.
Abstract:
We have observed that a reagent combination of NaIO4 and NH2OH·HCl reacts with α,β-unsaturated ketones followed by the nucleophile ethylene glycol allowing the synthesis of 2,3-disubstituted 1,4-dioxanes using cesium carbonate as a base under Williamson ether synthesis. This reaction is useful for the synthesis of functionalized 1,4-dioxane having a carbonyl functionality. A variety of 2,3-disubstituted 1,4-dioxanes have been synthesized using these reaction conditions. A probable reaction mechanism has also been proposed.
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