Synthesis of N-pyrimidin[1,3,4]oxadiazoles and N-pyrimidin[1,3,4]-thiadiazoles from 1,3,4-oxadiazol-2-amines and 1,3,4-thiadiazol-2-amines via Pd-catalyzed heteroarylamination

Longjia Yan (1) , Minggao Deng (1) , Anchao Chen (1) , Yongliang Li (1) , Wanzheng Zhang (1) , Zhi-Yun Du (1) , Chang-Zhi Dong (1, 2) , B. Meunier (1, 3) , Huixiong Chen (1, 4)

1 School of Chemical Engineering and Light Industry, Guangdong University of Technology
2 ITODYS (UMR_7086) - Interfaces, Traitements, Organisation et Dynamique des Systèmes
3 LCC - Laboratoire de chimie de coordination
4 LCBPT - UMR 8601 - Laboratoire de Chimie et de Biochimie Pharmacologiques et Toxicologiques

An efficient and practical procedure was developed to prepare various N-pyrimidin[1,3,4]oxadiazole and thiadiazole scaffolds using a Buchwald-type coupling. The products of this reaction are otherwise difficult to access and could be used as building blocks in drug design.

Mots clés: C-N cross-coupling; 1 3 4-oxadiazole; 1 3 4-thiadiazole; Pyrimidine

Domaines: Chimie de coordination

Longjia Yan, Minggao Deng, Anchao Chen, Yongliang Li, Wanzheng Zhang, et al.. Synthesis of N-pyrimidin[1,3,4]oxadiazoles and N-pyrimidin[1,3,4]-thiadiazoles from 1,3,4-oxadiazol-2-amines and 1,3,4-thiadiazol-2-amines via Pd-catalyzed heteroarylamination. Tetrahedron Letters, 2019, 60 (20), pp.1359-1362. ⟨10.1016/j.tetlet.2019.04.022⟩. ⟨hal-02338726⟩