Chemistry Department, M. V. Lomonosov Moscow State University, Leninskiye Gory 1/3, Moscow 119991, Russia.
Org Biomol Chem. 2022 Jul 27;20(29):5764-5770. doi: 10.1039/d2ob00909a.
An efficient domino approach to assemble benzoxazoles and anthranilamides bearing dithiocarbamate moieties has been developed. The proposed route represents a Cu-catalyzed three-component reaction between readily available 5-iodo-1,2,3-triazoles, amines, and CS. The cascade transformation is based on a denitrogenative coupling of formed dithiocarbamic acids with diazo intermediates, generated annulation-triggered triazole ring-opening. This method is applicable to nucleophilic secondary amines and features good functional group compatibility.
一种高效的多米诺反应方法被开发出来，用于组装含有二硫代氨基甲酸酯部分的苯并恶唑和邻氨基苯甲酰胺。所提出的路线代表了一种 Cu 催化的三组分反应，反应物为易得的 5-碘-1,2,3-三唑、胺和 CS。级联转化基于形成的二硫代氨基甲酸与重氮中间体的脱氮偶联，生成环化触发的三唑环开。该方法适用于亲核仲胺，具有良好的官能团兼容性。
