Department of Chemistry, Queen's University, Kingston, Ontario, K7L 3N6 Canada.
Chemistry. 2010 Jul 19;16(27):8155-61. doi: 10.1002/chem.201000401.
Systematic studies are presented demonstrating the complementarity of directed ortho metalation (DoM) and Ir-catalyzed strategies for the provision of borylated aromatics and their subsequent Suzuki-Miyaura coupling reactions. A new concept, the use of the TMS group, readily introduced by DoM, as a latent regiodirective moiety to overcome the otherwise problematic production of isomeric borylated product mixtures is presented. Additional electrophile-induced ipso-deborylation and DoM reactions of the Bpin products are described.
系统研究表明，定向 ortho 金属化（DoM）和 Ir 催化策略在提供硼酸化芳烃及其随后的 Suzuki-Miyaura 偶联反应方面具有互补性。本文提出了一个新概念，即通过 DoM 容易引入 TMS 基团作为潜在的区域导向基团，以克服 otherwise 存在的异构硼酸化产物混合物的生产问题。还描述了 Bpin 产物的额外亲电诱导的 ipso 脱硼反应和 DoM 反应。
