Thiocyanation of Allylic Alcohols Promoted by Trifluoroacetic Acid

Abstract

A rapid and efficient acid-promoted strategy to access allylic thiocyanates using allylic alcohols as substrates and easilyavailable NH 4 SCN as the thiocyanate source is presented under metal-and oxidant-free conditions. Through screening of various kinds of acids, organic and strong trifluoroacetic acid (TFA) was found most effective. Testing of substrates showed that the strategy has remarkable functional group tolerance. A possible mechanism is provided, and the gram-scale experiment demonstrate that this novel protocol has potential industrial application value.

Zn-Catalyzed Dehydroxylative Phosphorylation of Allylic Alcohols with P(III)-Nucleophiles

“…Additionally, a range of substituted aryl ketones can be obtained through 1,2-aryl migration via transition metals catalysis, photoinduced synthesis, peroxide-mediated formation, and other methods . Moreover, by removing the hydroxyl group, the allylic alcohols can produce various kinds of internal olefins via the formation of C–C, C–O, C–S, and C–P bonds and others . This ability facilitates the acquisition of functionalized olefins, which can be utilized for further transformations.…”