TEMPO Mediated Cyclopropanols Ring Opening C−N Cross‐Coupling with Nitrogen Nucleophiles

• DOI: 10.1002/adsc.202300108
• Publication Date: 2023-04-28T03:03:18Z
• Authors: Jun‐Long Zhan; Lin Zhu; Wei Ren; Bing‐Jie Wang; Xin‐Ming Zhao; Xin‐Ru Zhang; Xin‐Yu Zhang; Yao‐Qiang Xie
• Keywords: Umpolung

Abstract A feasible and umpolung strategy for the synthesis of structurally diverse β ‐amino ketones has been achieved through TEMPO mediated C−N coupling cyclopropanols with nitrogen nucleophiles. Mechanism studies indicated that in situ generated enones derived from are key intermediates play multiple roles, including radical initiator, trapping reagent, a porter ‐hydrogen an base. This protocol features broad substrate scope, good scalability to excellent yields provides alternative complementary approach important ketone scaffolds under metal additive‐free conditions. magnified image