Chen Yuepeng, Liu Xinglei, Shi Wei, Zheng Shilong, Wang Guangdi, He Ling
Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
RCMI Cancer Research Center and Department of Chemistry, Xavier University of Louisiana, New Orleans, Louisiana 70125, United States.
J Org Chem. 2020 Apr 17;85(8):5146-5157. doi: 10.1021/acs.joc.9b02710. Epub 2020 Apr 6.
A novel and efficient method has been proposed for the synthesis of 1,4-benzodiazepine-5-ones from -nitrobenzoic -allylamides by using molybdenyl acetylacetonate and copper(II) trifluoromethanesulfonate as catalysts in the presence of triphenylphosphine. This synthesis process involves nitrene formation, C-H bond insertion, C═C bond rearrangement, and C-N bond formation cascade reactions via copper- and molybdenum-catalyzed mediation. The method features a wide substrate scope and a moderate to high yield (up to 90%), exhibiting the possibility for practical applications.
已经提出了一种新颖且高效的方法，用于从对硝基苯甲酸烯丙酰胺合成1,4 - 苯并二氮杂卓 - 5 - 酮，该方法使用乙酰丙酮氧钼和三氟甲磺酸铜（II）作为催化剂，在三苯基膦存在下进行。该合成过程涉及通过铜和钼催化介导的氮烯形成、C - H键插入、C═C键重排以及C - N键形成的串联反应。该方法具有广泛的底物范围和中等到高的产率（高达90%），展现出实际应用的可能性。
