Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China.
Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, China.
Angew Chem Int Ed Engl. 2023 May 2;62(19):e202219298. doi: 10.1002/anie.202219298. Epub 2023 Mar 31.
Through the synergies of a heterogeneous synthetic approach and a homogeneous synthetic methodology, N-containing organic compounds can be synthesized via activated N-containing species prepared from N gas and suitable carbon sources. From N , carbon, and LiH, we have previously succeeded in the high-yield preparation of Li CN as the activated N-containing species. In this work, we applied Li CN as a novel synthetic synthon for constructing N-containing organic compounds. A series of reaction models, including a substitution reaction, cycloaddition reaction, and transition metal-catalyzed coupling reaction, were successfully performed using Li CN under mild conditions. Various valuable cyanamides, carbodiimides, N-aryl cyanamides and 1,2,4-triazole derivatives were readily synthesized in moderate to excellent yields. With this method, the N-labeled products, including oxazolidine derivatives with anti-cancer activity, could also be facilely prepared from N gas.
通过杂化的合成方法和均相的合成方法的协同作用，可以通过从氮气和合适的碳源制备的活化含氮物种来合成含氮的有机化合物。我们之前已经成功地从 N、碳和 LiH 中高收率地制备了 LiCN 作为活化含氮物种。在这项工作中，我们将 LiCN 用作构建含氮有机化合物的新型合成前体。在温和条件下，使用 LiCN 成功地进行了一系列反应模型，包括取代反应、环加成反应和过渡金属催化偶联反应。各种有价值的氰基酰胺、碳二亚胺、N-芳基氰基酰胺和 1,2,4-三唑衍生物以中等至优异的产率得到了方便地合成。使用该方法，也可以从氮气方便地制备具有抗癌活性的 N 标记产物，包括恶唑烷衍生物。
