[EN] SYNTHESIS OF ACYCLIC AND CYCLIC AMINES USING IRON-CATALYZED NITRENE GROUP TRANSFER<br/>[FR] SYNTHÈSE D'AMINES ACYCLIQUES ET CYCLIQUES AU MOYEN D'UN TRANSFERT DE GROUPE NITRÈNE CATALYSÉ PAR LE FER
申请人:HARVARD COLLEGE
公开号:WO2014134141A1
公开(公告)日:2014-09-04
The present invention provides novel synthetic methods for making acyclic secondary amines by reacting an azide with a compound bearing one or more C-H groups, catalyzed by a FeII-dipyrromethene complex. The acyclic secondary amines are thought to be formed through an intermolecular nitrene transfer. Also provided herein are methods of synthesizing protected (e.g., Boc- or Fmoc-protected) cyclic secondary amines (e.g., 5-, 6-, and 7- membered cyclic secondary amines) by reacting an azide that bears one or more C-H groups, catalyzed by a FeII-dipyrromethene complex. The protected cyclic secondary amines are thought to be formed through an intramolecular nitrene transfer and may be subsequently deprotected to yield cyclic secondary amines.
本发明提供了一种制备无环二级胺的新型合成方法,通过将叠氮化物与含有一个或多个C-H基团的化合物反应,由FeII-二吡咯甲烷复合物催化。据认为,无环二级胺是通过分子间亚硝基转移形成的。本文还提供了一种合成受保护的(例如Boc-或Fmoc保护的)环状二级胺(例如5、6和7-环状二级胺)的方法,通过将带有一个或多个C-H基团的叠氮化物与FeII-二吡咯甲烷复合物催化反应。受保护的环状二级胺据认为是通过分子内亚硝基转移形成的,并且可以随后去保护以得到环状二级胺。