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Unexpected Pyridinyl Group Mediated Metal-Free Wacker-Type Oxidation en Route to Pyrido[2,1-a]isoindol-5-ium Salts
Synthesis ( IF 2.2 ) Pub Date : 2022-10-10 , DOI: 10.1055/a-1938-2521
Dong Shi 1 , Tao Zeng 1 , Xin Lei 1 , Xiaotong Wu 1 , Mansirun Li 1 , Yandong Zhang 1
Affiliation  

A two-step approach to rapidly access a diverse array of pyrido[2,1-a]isoindol-5-ium salts from 2-pyridinylstyrenes through an unprecedented pyridinyl group mediated metal-free Wacker-type oxidation and an acid-mediated cyclization has been developed. As a part of the mechanistic investigation of this novel Wacker-type oxidation, the abnormal instability and reactivity of the pyrido[2,1-a]isoindole intermediates were studied through DFT calculations.



中文翻译:

在生成吡啶并[2,1-a]异吲哚-5-鎓盐的过程中,意外的吡啶基基团介导的无金属瓦克型氧化

通过前所未有的吡啶基介导的无金属瓦克型氧化和酸介导的环化,从 2-吡啶基苯乙烯快速获得多种吡啶并[2,1- a ]异吲哚-5-鎓盐的两步法已经被开发。作为这种新型 Wacker 型氧化的机理研究的一部分,通过 DFT 计算研究了吡啶并[2,1- a ] 异吲哚中间体的异常不稳定性和反应性。

更新日期:2022-10-11
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