Selective Pd(0)-Catalyzed Arylations with New Electrophilic or Nucleophilic Multi-Coupling Reagents

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Abstract
Reaction conditions have been developed allowing the selective coupling of arylzinc reagents with aryl iodides at rt (Pd(dba)2 cat, tfp cat) and aryl triflates at 65 °C, (Pd(dba)2 cat, dppf cat). Thus, o, m, p-iodoaryl triflates could be used as efficient multi-coupling reagents and selectively reacted with two different organozincs leading to various terphenyls. A new synthesis of diarylzincs starting from an arylsilane has also been found. After a successive silicon-boron and boron-zinc exchange, the diarylzinc is obtained in good yield and used as a nucleophilic multi-coupling reagent.

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