Acta Chim Slov. 2020 Dec;67(4):1044-1052.
A new, efficient and convenient method for the synthesis of 5-substituted 1H-tetrazole derivatives with a wide range of substituents in good to excellent yields has been developed. The synthesis was performed by the one-pot three-component [3+2]cycloaddition reaction between aldehyde, hydroxylamine and sodium azide in the presence of Cu/C. The reaction probably proceeds by the in situ formation of nitriles followed by successive [3+2]cycloaddition with sodium azide. A variety of aldehydes were used to obtain the corresponding tetrazoles. The catalyst was recovered by simple filtration and reused at least five times without significant loss of catalytic activity. The use of this method offers additional advantages for the synthesis of 5-substituted 1H-tetrazole derivatives, including the easy availability of starting materials, mild conditions, experimental simplicity and good yields.
已经开发出一种新的、高效且方便的方法，可在温和条件下，通过一锅三步[3+2]环加成反应，用广泛的取代基醛、羟胺和叠氮化钠，以良好至优秀的产率合成 5-取代 1H-四唑衍生物。该反应可能是通过原位形成腈，然后与叠氮化钠连续[3+2]环加成进行的。各种醛被用于获得相应的四唑。通过简单过滤回收催化剂，并在没有明显失活的情况下至少重复使用五次。该方法在合成 5-取代 1H-四唑衍生物方面具有额外的优势，包括起始原料易得、条件温和、实验操作简单以及产率高。
