Yamakoshi Wataru, Arisawa Mitsuhiro, Murai Kenichi
Graduate School of Pharmaceutical Sciences , Osaka University , 1-6 Yamada-oka , Suita , Osaka 565-0871 , Japan.
Org Lett. 2019 May 3;21(9):3023-3027. doi: 10.1021/acs.orglett.9b00559. Epub 2019 Apr 18.
An oxidative rearrangement of primary amines mediated by a hypervalent iodine(III) reagent is herein reported. The combination of PhI(OAc) and CsCO proves highly efficient at inducing the direct 1,2-C to N migration of primary amines, which can be applied to the preparation of both acyclic and cyclic amines. A mechanistic study shows that the rearrangement proceeds via a concerted mechanism.
本文报道了一种由高价碘（III）试剂介导的伯胺氧化重排反应。PhI(OAc)₂和Cs₂CO₃的组合在诱导伯胺直接进行1,2-碳到氮的迁移方面表现出高效性，该反应可应用于无环胺和环胺的制备。机理研究表明，重排反应通过协同机理进行。
