Preparation of Building Blocks for Iterative Suzuki‐Miyaura Reactions via Direct Bromination of Aryl Boronic Acids: One‐Pot Total Syntheses of Dictyoterphenyls A and B

Abstract A highly efficient method for the preparation of 4‐alkoxy‐3‐bromophenyl boronic acid N‐methyliminodiacetic acid (MIDA) esters as building blocks in iterative Suzuki‐Miyaura reactions from the 4‐alkoxyphenylboronic acids is described using a boronic acid moiety as a blocking group in bromination reactions. With these MIDA boronates, the total syntheses of dictyoterphenyls A and B were developed in only two separate one‐pot operations. Furthermore, we have developed a more practical protocol for the preparation of meta‐terphenyl natural products by simply adding the second aryl halide and water to the reaction mixture via the controlled release technique. magnified image