Cascade C–N bond cleavage of amides/intramolecular amination reactions: an atom economical way to α-cabolin-4-ones. Issue 3 (11th December 2020)

• Record Type: Journal Article
• Authors: Wang, Ye; Zheng, Zhong; Yuan, Yang; Wang, Mengdan; Guo, Zixia; Jiang, Yuan-Ye; Bai, Li-Ping; Li, Yanzhong
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 3(2021)
• Page Start: 579
• Page End: 583
• Publication Date: 2020-12-11
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d0qo01257b
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A novel one-pot procedure for the synthesis of 2, 3-disubstituted α-carbolin-4-ones through successive C–N bond cleavage and intramolecular amination reactions involving a 1, 2-acyl migration has been developed. Abstract : An atom economical approach for the synthesis of α-carbolin-4-ones has been developed. This process was realized via a C–N bond cleavage/intramolecular amination cascade. During this process, one C–N and one C–C bond are cleaved and two C–N and two C–C bonds are formed. Mechanistic studies suggested a migrative N -cyclization process involving a carbene intermediate.