Copper-mediated synthesis.pdf (425.26 kB)
Download fileCopper-mediated synthesis of N-alkenyl-α,β-unsaturated nitrones and their conversion to tri- and tetrasubstituted pyridines.
journal contribution
posted on 2016-12-15, 00:00 authored by D Kontokosta, DS Mueller, DL Mo, WH Pace, RA Simpson, LL AndersonA Chan-Lam reaction has been used to prepare N-alkenyl-α,β-unsaturated nitrones, which undergo a subsequent thermal rearrangement to the corresponding tri- and tetrasubstituted pyridines. The optimization and scope of these transformations is discussed. Initial mechanistic experiments suggest a reaction pathway involving oxygen transfer followed by cyclization.
Funding
We acknowledge generous funding from ACS-PRF (DNI-50491), NSF (NSF-CHE 1212895 and 1464115), and the University of Illinois at Chicago.
History
Publisher Statement
This is a copy of an article published in the Beilstein Journal of Organic Chemistry. © 2015 Beilstein-Institut Publications. © 2015 Kontokosta et al.Publisher
Beilstein-InstitutLanguage
- en_US