铜催化的 1,8-二氨基萘保护的二硼酸对苯乙烯的硼化反应。

Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku, Tokyo 162-8601, Japan.

Org Lett. 2023 Mar 31;25(12):2093-2097. doi: 10.1021/acs.orglett.3c00451. Epub 2023 Mar 22.

We report a concise synthesis of 1,8-diaminonaphthalene-protected diboronic acid (B(dan)), which is a promising borylating agent. B(dan) is a bench-stable compound, and it could be utilized for Cu-catalyzed borylation of styrene derivatives. The reaction proceeded in a highly selective manner, and the products were isolated in up to 97% yields. Mechanistic studies revealed that a borate species would be a key intermediate for the borylation reaction.

我们报告了一种 1,8-二氨基萘保护的二硼酸（B(dan)）的简洁合成方法，B(dan)是一种很有前途的硼化试剂。B(dan)是一种稳定的化合物，可以用于铜催化的苯乙烯衍生物的硼化反应。该反应具有高度的选择性，产物的收率高达 97%。机理研究表明，硼酸酯物种是硼化反应的关键中间体。