Abstract
A variety of 1,3-dithianes and 1,3-dithiolanes are deprotected in the solid state to the corresponding parent carbonyl compounds in excellent yields using mercury(II) nitrate trihydrate in a mild, efficient and fast method.
Highlights
1,3-Dithiane and 1,3-dithiolane derivatives are versatile intermediates in the synthesis and interconversion of monocarbonyl and 1,2-dicarbonyl compounds
Because of our interest in photochemical and thermal reactions of inorganic mercury compounds [41], we report the use of mercury(II) nitrate trihydrate as a highly efficient, fast and selective reagent for the deprotection of thioacetals (1,3-dithiolanes and 1,3-dithianes) to the corresponding carbonyl compounds at solid state
Deprotection of thioacetals with mercury(II) nitrate trihydrate was investigated in solution phase and the results showed that the reaction was complete in 20 min
Summary
1,3-Dithiane and 1,3-dithiolane derivatives are versatile intermediates in the synthesis and interconversion of monocarbonyl and 1,2-dicarbonyl compounds. Because of our interest in photochemical and thermal reactions of inorganic mercury compounds [41], we report the use of mercury(II) nitrate trihydrate as a highly efficient, fast and selective reagent for the deprotection of thioacetals (1,3-dithiolanes and 1,3-dithianes) to the corresponding carbonyl compounds at solid state. This is the first report for solid-state deprotection of 1,3-dithiolanes and 1,3dithianes with this reagent.
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