Expeditious access of chromone analogues via a Michael addition-driven multicomponent reaction

Literature Information

Publication Date 2020-03-06
DOI 10.1039/D0QO00145G
Impact Factor 5.281
Authors

Liu-Jun He, Ya-Fei Luo, Dian-Yong Tang, Wei Yan, Hui-Kuan Lin, Hong-yu Li, Zhong-Zhu Chen, Zhi-Gang Xu


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Abstract

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.

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2024-01-17 Cover

DOI: 10.1039/D4LF90008A

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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