Subscribe to RSS
DOI: 10.1055/s-0037-1610779
Titanium and Cobalt Bimetallic Radical Redox Relay for the Isomerization of N-Bz Aziridines to Allylic Amides
This work is supported by the National Institute of General Medical Sciences (R01GM134088).


Abstract
Herein a bimetallic radical redox-relay strategy is employed to generate alkyl radicals under mild conditions with titanium(III) catalysis and terminated via hydrogen atom transfer with cobalt(II) catalysis to enact base-free isomerizations of N-Bz aziridines to N-Bz allylic amides. This reaction provides an alternative strategy for the synthesis of allylic amides from alkenes via a three-step sequence to accomplish a formal transpositional allylic amination.
Key words
radical redox relay - titanium catalysis - cobalt catalysis - bimetallic - aziridines - allylic amines - allylic amidesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610779.
- Supporting Information
Primary Data
Primary data for this article are available online at https://zenodo.org/record/5138200 and can be cited using the following DOI: 10.5281/zenodo.5138200.
Publication History
Received: 11 May 2021
Accepted after revision: 24 June 2021
Article published online:
29 July 2021
© 2021. Thieme. All rights reserved
Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany