A Novel Synthesis of Biaryl-Containing Macrocycles by a Domino Miyaura Arylboronate Formation: Intramolecular Suzuki Reaction

A novel macrocyclization procedure is developed on the basis of a domino process. Thus, treatment of linear diiodide I under defined conditions gave a 15-membered m,m-cyclophane via aryl-aryl bond formation. Two distinct cross-coupling manifolds, Miyaura's arylboronic ester synthesis and intramol. Suzuki reaction, proceed in an ordered fashion. Concn. is an important factor for the success of this process. [on SciFinder (R)]