Xi'an Key Laboratory of Functional Organic Porous Materials, Department of Applied Chemistry, School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an, Shaanxi 710072, P. R. China.
J Org Chem. 2021 Jan 1;86(1):207-222. doi: 10.1021/acs.joc.0c02022. Epub 2020 Nov 24.
A novel metal-free, efficient cascade reaction has been developed to construct 1,2,3-triazole-fused 1,4-diazepinone skeletons. Mechanism investigation indicated that sodium azide has not only served as a 1,3-dipoles synthon in [3 + 2] cycloaddition but also prompted C-N bond formation. Furthermore, the potential utility of this protocol was demonstrated by scale-up synthesis of 1,2,3-triazole-fused diazepinone derivatives and the derivatization of them.
一种新型的无金属、高效级联反应已被开发用于构建 1,2,3-三唑并融合的 1,4-二氮杂卓骨架。机理研究表明，叠氮化钠不仅作为[3+2]环加成中的 1,3-偶极子合成子，而且还促使 C-N 键形成。此外，通过 1,2,3-三唑并融合的二氮杂卓衍生物的放大合成以及它们的衍生化，证明了该方案的潜在应用价值。
