Skip to main content
eScholarship
Open Access Publications from the University of California

Synthesis of Bridged Bicyclic Amines by Intramolecular Amination of Remote C-H Bonds: Synergistic Activation by Light and Heat.

  • Author(s): Lux, Michaelyn C
  • Jurczyk, Justin
  • Lam, Yu-Hong
  • Song, Zhiguo J
  • Ma, Chao
  • Roque, Jose B
  • Ham, Jin Su
  • Sciammetta, Nunzio
  • Adpressa, Donovon
  • Sarpong, Richmond
  • Yeung, Charles S
  • et al.

Published Web Location

https://pubs.acs.org/doi/full/10.1021/acs.orglett.0c02345
No data is associated with this publication.
Abstract

The construction of complex aza-cycles is of interest to drug discovery due to the prevalence of nitrogen-containing heterocycles in pharmaceutical agents. Herein we report an intramolecular C-H amination approach to afford value-added and complexity-enriched bridged bicyclic amines. Guided by density functional theory and nuclear magnetic resonance investigations, we determined the unique roles of light and heat activation in the bicyclization mechanism. We applied both light and heat activation in a synergistic fashion, achieving gram-scale bridged aza-cycle synthesis.

Many UC-authored scholarly publications are freely available on this site because of the UC's open access policies. Let us know how this access is important for you.

Item not freely available? Link broken?
Report a problem accessing this item