Diastereoselective construction of cage-like and bridged azaheterocycles through dearomative maximization of the reactive sites of azaarenes. Issue 2 (11th November 2020)

• Record Type: Journal Article
• Authors: Miao, Hongjie; Bai, Xuguan; Wang, Lele; Yu, Junhui; Bu, Zhanwei; Wang, Qilin
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 2(2021)
• Page Start: 204
• Page End: 211
• Publication Date: 2020-11-11
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d0qo01196g
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A highly diastereoselective multicomponent dearomative multifunctionalization of N -alkyl activated azaarenes with 1, 5-diazapentadienium salts has been developed to access structurally rigid and synthetically challenging cage-like and bridged azaheterocycles. Abstract : A highly diastereoselective multicomponent dearomative multifunctionalization of N -alkyl activated azaarenes with 1, 5-diazapentadienium salts has been developed, which not only represented a significant advance in maximum utilization of the reactive sites of azaarenes, but also provided a convenient and robust approach to access structurally rigid and synthetically challenging cage-like and bridged azaheterocycles. As an important complement, we also realized the dearomative multi-functionalization of N -aryl azaarenes through an in situ activation strategy. Moreover, the workup-directed selective tri- and bi-functionalization of isoquinolinium salts have been accomplished.