K₂S₂O₈ promoted dehydrative cross-coupling between α,α-disubstituted allylic alcohols and thiophenols/thiols

Abstract

Allyl sulfides are important organosulfur compounds. K2S2O8 promoted dehydrative cross-coupling between α,α-diaryl allylic alcohols and thiophenols/thiols is demonstrated for the first time, which results in a wide range of allyl...

Oxidative thiocyanation of allylic alcohols: an easy access to allylic thiocyanates with K2S2O8 and NH4SCN

“…According to the above experimental results and literature reports, 32 a tentative mechanism for this oxidative thiocyanation reaction is proposed as shown in Scheme 5. Oxidation of NH 4 SCN gives thiocyanate radical I , which undergoes nucleophilic addition to the double bond of the allylic alcohol.…”

K2S2O8-glucose mediated oxidative coupling of alcohols with indoles for synthesis of bis(indolyl)methanes in water

“…) is a commercially available oxidizing agent and has been extensively involved in a wide array of oxidative organic transformations and oxidation of environmental contaminants. [30][31][32][33][34][35][36][37][38][39] In the literature, the use of K 2 S 2 O 8 -Brønsted ionic liquid ([Hmim]-CH 3 SO 3 ) 40 and K 2 S 2 O 8 -activated charcoal 41 for specific oxidation of alcohols to carbonyl analogues has been reported. To the best of our knowledge, we have found only one report where K 2 S 2 O 8 -glucose has been used for synthesis of diverse heterocycles.…”

Thiocyanation of Allylic Alcohols Promoted by Trifluoroacetic Acid

“…Although the hydroxyl of alcohol is a weak leaving group, acidic conditions can promote its leaving ability [40–41] . Based on some reports of alcohol activation and our dedicated works, [35–46] we report a more efficient carbocation‐induced pathway to directly construct versatile organic allylic thiocyanates with addition of TFA under the mild, maneuverable, metal‐free and oxidant‐free conditions (Scheme 1).…”