TBAB-Catalyzed C<i>sp</i>
<sup>3</sup>
-N Bond Formation by Coupling Pyridotriazoles with Anilines: A New Route to (2-Pyridyl)alkylamines
作者:Diana Lamaa、Hsin-Ping Lin、Tourin Bzeih、Pascal Retailleau、Mouad Alami、Abdallah Hamze
DOI:10.1002/ejoc.201801803
日期:2019.4.24
allowing a Csp 3-N bond formation through coupling of pyridotriazoles and weakly nucleophilic anilines has been developed. This sustainable reaction shows high tolerance towards functional groups (ketones, free alcohols) leading to 2-picolylamines derivatives. The key to our success is the use of a catalytic amount of TBAB and water as a co-solvent leading to the formation of pyridyl-alkylamines derivatives
已开发出一种新的无金属程序,允许通过吡啶并三唑和弱亲核苯胺的偶联形成 Csp 3-N 键。这种可持续的反应显示出对导致 2-吡啶甲胺衍生物的官能团(酮、游离醇)的高度耐受性。我们成功的关键是使用催化量的 TBAB 和水作为共溶剂,导致形成吡啶基-烷基胺衍生物。由于这种偶联允许反应的双方都存在 Csp 2-Br 键,这使我们能够在官能化的三唑并吡啶和苯胺之间进行连续的一锅反应,然后与 N-甲苯磺酰腙进行第二次偶联,从而形成 Csp 3-N 和 Csp 2-Csp 2 键。