Expeditious access of chromone analogues via a Michael addition-driven multicomponent reaction. Issue 8 (19th March 2020)

• Record Type: Journal Article
• Authors: Lei, Jie; Li, Yong; He, Liu-Jun; Luo, Ya-Fei; Tang, Dian-Yong; Yan, Wei; Lin, Hui-Kuan; Li, Hong-yu; Chen, Zhong-Zhu; Xu, Zhi-Gang
• Is Part Of: Organic chemistry frontiers. Volume 7:Issue 8(2020)
• Page Start: 987
• Page End: 992
• Publication Date: 2020-03-19
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d0qo00145g
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A Michael addition-driven four-component reaction (4-CR) with four Ugi inputs was developed and utilized for the synthesis of chromone derivatives and tetrazole substituted chromones under mild reaction conditions. 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.