Diastereoselective construction of structurally diverse 2, 3-dihydroquinolin-4-one scaffolds via redox neutral cascade [1, 7]-hydride transfer/cyclization. Issue 3 (15th December 2021)

• Record Type: Journal Article
• Authors: Xie, Ronghao; Chen, Shixiao; Xiang, Xianping; Yin, Xiangcong; Xu, Lubin; Li, Shuai-Shuai; Wang, Liang; Dong, Fengying
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 3(2022)
• Page Start: 660
• Page End: 666
• Publication Date: 2021-12-15
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo01530c
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : The 2, 3-dihydroquinolin-4-one scaffolds were constructed diastereoselectively via cascade Knoevengel condensation/[1, 7]-HT/cyclization/transesterification featuring novel structures and diastereoselective construction of all-carbon quaternary centers. Abstract : The pharmaceutically significant 2, 3-dihydroquinolin-4-one scaffolds were constructed diastereoselectively and facilely via redox-neutral cascade Knoevengel condensation/[1, 7]-hydride transfer/cyclization/transesterification in DCE from readily available methyl 2-aminobenzoacetate and diverse aldehydes, which features novel and highly valuable product structures, diastereoselective construction of all-carbon quaternary centers carrying allylic or propargyl groups as well as a privileged 3-spirocyclic 3, 4-dihydrocoumarin moiety, an unusual pattern of [1, 7]-hydride transfer, broad substrate scope, etc .