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ChemInform Abstract The iodosobenzene derivatives (III), generated as shown in the reaction scheme, are employed as mediators for the disubstitution of olefins, e.g. (IV) or (X), with nucleophiles such as methanol (V) or acetic acid (VIII). Treatment of the silyl enol ethers (XIII) or (XV) with (III) results in dimerization via C-C coupling to produce the 1,4-diones (XIV) or (XVI). The terminal alkyne (XVII) reacts with (III), forming the alkynylphenyliodonium salts (XVIII). (Mechanisms).

The adducts (IV), generated from the silyl enol ethers (I), iodosobenzene (II), and fluoboric acid (III), react with the enol ethers (I) or (VI) to form the 1,4‐diones (V) or (VII).