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Expeditious access of chromone analogues via a Michael addition-driven multicomponent reaction
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2020-03-06 , DOI: 10.1039/d0qo00145g
Jie Lei 1, 2, 3, 4, 5 , Yong Li 1, 2, 3, 4, 5 , Liu-Jun He 1, 2, 3, 4, 5 , Ya-Fei Luo 1, 2, 3, 4, 5 , Dian-Yong Tang 1, 2, 3, 4, 5 , Wei Yan 1, 6, 7, 8, 9 , Hui-Kuan Lin 9, 10, 11, 12, 13 , Hong-yu Li 1, 6, 7, 8, 9 , Zhong-Zhu Chen 1, 2, 3, 4, 5 , Zhi-Gang Xu 1, 2, 3, 4, 5
Affiliation  

A Michael addition-driven four-component reaction (4-CR) was developed for derivatizing chromones by strategically suppressing competing 4-CR Ugi reaction without a catalyst. A series of structurally diverse 4-oxochroman-2-carboxamides was synthesized with this one-pot protocol. In addition, the new reaction was expanded for the synthesis of a series of tetrazole substituted chromones by replacing carboxylic acid with trimethylsilyl azide (TMSN3). The imine functional group and the corresponding aldehyde hydrolysed from the imine were utilized for further structural diversification.

中文翻译:

通过迈克尔加成驱动的多组分反应可快速获得色酮类似物

开发了迈克尔加成驱动的四组分反应(4-CR),用于在没有催化剂的情况下通过策略性抑制竞争性4-CR Ugi反应来衍生色酮。使用此一锅方案,合成了一系列结构多样的4-氧代苯并二氢呋喃酰胺。另外,通过用三甲基甲硅烷基叠氮化物(TMSN 3)代替羧酸,扩大了用于合成一系列四唑取代的色酮的新反应。从亚胺水解的亚胺官能团和相应的醛用于进一步的结构多样化。
更新日期:2020-04-24
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