CFSOH 促进的吲哚衍生物级联开环/脱芳构化反应构建多环杂环化合物。
CFSOH-enabled cascade ring-opening/dearomatization of indole derivatives to polycyclic heterocycles.
机构信息
College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai 201620, China.
Key Laboratory of Tobacco Flavor Basic Research of CNTC, Zhengzhou Tobacco Research Institute of CNTC, Zhengzhou 450001, China.
出版信息
Org Biomol Chem. 2021 May 26;19(20):4469-4473. doi: 10.1039/d1ob00712b.
A novel dearomatization process to produce fused polycyclic indolines via a CF3SO3H-mediated cascade ring-opening of a β-lactam and hydroaminative cyclization is demonstrated. It provides a new strategy for the synthesis of important polycyclic indoline-2-amine derivatives in moderate to excellent yields, as well as with good functional group tolerance. Moreover, transformation of the product was performed to deliver the corresponding acid, alcohol and amide smoothly.
通过 CF3SO3H 介导的β-内酰胺开环和加氢环化的级联反应，展示了一种新颖的去芳构化方法来制备稠合多环吲哚啉。该方法为中等至优异收率下重要的多环吲哚啉-2-胺衍生物的合成提供了一种新策略，并且具有良好的官能团耐受性。此外，还对产物进行了转化，以顺利得到相应的酸、醇和酰胺。
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