Wang Yan, Zhang Muliang, Tian Shi-Kai
Hefei National Research Center for Physical Sciences at the Microscale, Key Laboratory of Precision and Intelligent Chemistry, and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
J Org Chem. 2024 Dec 6;89(23):17853-17859. doi: 10.1021/acs.joc.4c02358. Epub 2024 Nov 15.
Direct C(sp)-H bond functionalization of the tropone skeleton constitutes an atom-economical strategy to access substituted tropones that exist in some bioactive compounds. Herein, we report a convenient method for the preparation of 2-hydrazinotropones via C(sp)-H bond functionalization. A variety of tropones participated in the dehydrogenative hydrazination reaction with hydrazine, delivering structurally diverse 2-hydrazinotropones in moderate to good yields with extremely high regioselectivity. This method is featured by operational simplicity and metal-free reaction conditions, thereby tolerating various functional groups.
卓酮骨架的直接C(sp) -H键官能团化是一种原子经济的策略，可用于合成存在于某些生物活性化合物中的取代卓酮。在此，我们报道了一种通过C(sp) -H键官能团化制备2-肼基卓酮的简便方法。多种卓酮与肼参与脱氢肼化反应，以中等到良好的产率和极高的区域选择性得到结构多样的2-肼基卓酮。该方法具有操作简便和无金属反应条件的特点，因此能兼容各种官能团。
