Arylation, by diaryliodonium salts

Several inorganic anions have been arylated by diaryliodonium salts, possessing a non-nucleophilic counteranion. A number of examples are reported in table 5.2. 

A range of amidic nitrogen functions have been iV-arylated by diaryliodonium salts. The reaction conditions vary with the nature of the substrate, and moderate to good yields of the mono- or di-arylated products (32) - (34) can be obtained. 26... 

The catalytic effect of copper salts on the 0-arylation of alcohols has been observed, but its synthetic importance remains limited. 7 jhe formation of 2-iodo-2 -acetoxybiphenyl (30) by reaction of the biphenyleneiodonium sulfate (29) with sodium acetate in boiling glacial acetic acid was quantitative when the reaction was catalysed by copper salts.(see 5.1.4.2) In the case of phenols, the (9-arylation by diaryliodonium salts is preferentially performed in a weakly basic medium (generally triethylamine) in the presence of copper bronze in dichloromethane or methanol at room temperature or at mild temperatures (around 50 C). Under these conditions, the 0-aryl ethers are obtained easily in good yields. l ... 

---