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Design and synthesis of [1,2,4]-triazolo isoquinoline derivatives via 1, 3-dipolar [3 + 2] cycloaddition: Reaction of azomethine imine with ethyl cyanoformate as unknown protocol
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2019-01-17 , DOI: 10.1016/j.tetlet.2019.01.033
K. Jones M. Swapnaja , Satyanarayana Yennam , Murthy Chavali

A series of novel 1, 2, 4-triazolo isoquinoline derivatives (8a-8p) were synthesized starting from 2-phenylethan-1-ol derivative (1) in a 7 step synthetic sequence. The key step in the scheme involves 1, 3-dipolar [3 + 2] cycloaddition of azomethine imine and ethyl cyanoformate as unknown reaction protocol. We have demonstrated the hydrolysis of both ester and benzoyl group in a single step and the corresponding carboxylic acid derivatives were coupled with various amines to generate unknown 1, 2, 4-triazolo isoquinoline derivatives The structures of the compounds (8a-8p) were characterized by 1H NMR, 13C NMR and HRMS analysis.



中文翻译:

通过1,3-偶极[3 + 2]环加成反应设计和合成[1,2,4]-三唑并异喹啉衍生物:偶氮甲亚胺与氰基甲酸乙酯的反应为未知方案

从2-苯基乙-1-醇衍生物(1)开始,按照7步合成顺序合成了一系列新颖的1、2、4-三唑并异喹啉衍生物(8a-8p)。该方案的关键步骤涉及偶氮甲亚胺和氰基甲酸乙酯的1,3-偶极[3 + 2]环加成反应,作为未知的反应方案。我们已经证明了酯和苯甲酰基都可以在一个步骤中水解,并且相应的羧酸衍生物与各种胺偶联生成未知的1、2、4-三唑并异喹啉衍生物。化合物(8a-8p)的结构得到了表征通过1 H NMR,13 C NMR和HRMS分析。

更新日期:2019-01-17
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