Jun-Long Zhan

Dec 4, 2024 | pubs.rsc.org | Jun-Long Zhan |Sai-Nan Zhou |Yu Wang |Rui Liu

Direct β-C–H ketoalkylation of enaminoesters with cyclopropanols under metal-free conditions A TEMPO-mediated β-ketoalkylation of enaminoesters with cyclopropanols under metal-free conditions is herein described. This reaction provides a straightforward and highly efficient route to β-keto alkyl substituted enaminoesters for the first time, which could be rapidly and efficiently converted into synthetically useful 2-alkoxycarbonyl functionalized 1,5-diketones.

Apr 27, 2023 | onlinelibrary.wiley.com | Lin Zhu |Wei Ren |Bing-Jie Wang |Jun-Long Zhan

Abstract A feasible and umpolung strategy for the synthesis of structurally diverse β-amino ketones has been achieved through TEMPO mediated C−N coupling of cyclopropanols with nitrogen nucleophiles. Mechanism studies indicated that in situ generated enones derived from cyclopropanols are the key intermediates and TEMPO play multiple roles, including radical initiator, trapping reagent, a porter of β-hydrogen and an in situ base.