181115-40-2Relevant academic research and scientific papers
Azidosubstituted arylboronic acids: Synthesis and Suzuki-Miyaura cross-coupling reactions
Sviridov, Sergey I.,Vasil'ev, Andrei A.,Sergovskaya, Natalia L.,Chirskaya, Marina V.,Shorshnev, Sergey V.
, p. 2639 - 2647 (2007/10/03)
Arylboronic acids having a remote azido group were prepared from the corresponding azidosubstituted aryl bromides via lithiation and treatment with trialkyl borates. Preparative yields were achieved when the starting aryl bromides possessed ortho-alkoxy groups, which would stabilize the intermediate aryllithium species. Conventional Suzuki cross-coupling of the arylboronic acids proceeded generally well with retention of azido group; however, sometimes azidomethyl fragment underwent oxidative transformation into a nitrile.
