Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.
GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, Hertfordshire SG1 2NY, U.K.
J Org Chem. 2020 Jun 5;85(11):7413-7423. doi: 10.1021/acs.joc.0c00807. Epub 2020 May 21.
2,5-Diaryltetrazoles are a diverse range of compounds of considerable interest within the field of photochemistry as a valuable precursor of the nitrile imine 1,3-dipole. Current literature approaches toward this heterocycle remain unsuitable for the practical synthesis of a library of these derivatives. Herein, we disclose the development of a modular approach toward 2,5-diaryltetrazoles compatible with an array-type protocol, facilitated by a tandem Suzuki-hydrogenolysis approach.
2,5-二芳基四唑是一类在光化学领域具有重要意义的化合物,作为腈亚胺 1,3-偶极子的有价值前体。目前文献中对该杂环的方法仍不适用于这些衍生物库的实际合成。在此,我们公开了一种与阵列型方案兼容的 2,5-二芳基四唑模块化方法的开发,该方法通过串联 Suzuki 氢解方法得到促进。