Synthesis Of Gem-Dialkylthiovinylallenes By Fe(Ⅲ)-Catalyzed TandemMeyer-Schuster Rearrangement/C(Sp~2)-C(Sp~2) Coupling Reactions Of Tertiary Propargyl Alcohols And α-Oxo Ketene Dithioacetals

During the experimental work, our main focus was to develop a novel and efficient synthetic approach for gem-dialkylthiovinylallenes through Fe(III)-catalyzed tandem rearrangement/C(sp2)-C(sp2) coupling reaction of tertiary propargyl alcohols and a-oxo ketene dithioacetals, giving a variety of gem-dialkylthiovinylallenes in good to excellent yields. We use different compounds with the optimal conditions established, we explored the scope of our reaction for substrate suitability. This currently rapid and step-economic procedure is functionally straightforward and utilizes economically benign, low cost and readily available reagents and catalysts. Under Fe(III) salts catalysis, tertiary propargyl alcohols reacted expediently with electron-rich a-oxo ketene dithioacetals to furnish the desired functionalized gem-dialkylthiovinylallenes.Regardless of whether the substituents are electron-withdrawing or electron-releasing, the transformations proceeded smoothly providing the corresponding gem-dialkylthiovinylallenesin good to high yields. The results are verified by the TLC following by’H-NMR and crystallography. The scope of this reaction is still to unveiled and the applications of the reaction are in wide range.