In my master's thesis, I have synthesized thirty intermediate 1,3-enynes and eighteen final fluoro-hydroxy and fluoro-alkoxy products in liquid or solid state through a three-stage synthesis. The first stage was the synthesis of variously substituted propargyl alcohols under solvent-free conditions, which I later converted to 1,3-enynes by elimination. These contain two conjugated π-bonds, a double and a triple bond, so in addition to the influence of various functional groups, I was interested in their impact on later conversions using Selectfluor™. Selectfluor™ is a commercially available reagent for selective introduction of fluorine atom and relatively strong oxidant. In the case of the reaction taking place in acetonitrile in combination with water as the source of the nucleophile, the products were fluoro-hydroxy adducts, so I further examined the use of other nucleophiles, alcohols, and synthesized some alkoxy products.
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