Room temperature direct alkynylation of 1,3,4-oxadiazoles with alkynyl bromides under copper catalysis

Tsuyoshi Kawano; Naoto Matsuyama; Koji Hirano; Tetsuya Satoh; Masahiro Miura

doi:10.1021/jo9025622

Room temperature direct alkynylation of 1,3,4-oxadiazoles with alkynyl bromides under copper catalysis

J Org Chem. 2010 Mar 5;75(5):1764-6. doi: 10.1021/jo9025622.

Authors

Tsuyoshi Kawano¹, Naoto Matsuyama, Koji Hirano, Tetsuya Satoh, Masahiro Miura

Affiliation

¹ Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.

PMID: 20073529
DOI: 10.1021/jo9025622

Abstract

The direct alkynylation reaction of 1,3,4-oxadiazoles with alkynyl bromides efficiently proceeds in the presence of a copper catalyst at room temperature to create the corresponding heteroaryl-alkynyl linkage in good yields. This direct coupling provides a rapid and convergent access to oxadiazole core pi-conjugated systems.