An efficient p-thiocyanation of phenols and naphthols using a reagent combination of phenyliodine dichloride and lead(II) thiocyanate

Article abstract of DOI:10.1248/cpb.45.1887

A combination of PhICl₂ and Pb(SCN)₂ is effective for the p-selective thiocyanation of various types of p-unsubstituted phenols and naphthols 1 to give p-thiocyanatophenols and naphthols 3. The reaction proceeded at 0 °C to room temperature in good to quantitative yields. Twenty-five examples are given, in which various functional groups, such as chloro, allyl, carbonyl, ester, amide, and primary hydroxyl groups are shown to be compatible with this reaction.

Full text of DOI:10.1248/cpb.45.1887

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