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Updated: May 29, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Multiple Deuterium Atom Transfer Perdeuteration of Unactivated Alkenes under Base-Assisted Cobalt/Photoredox Dual
Akihiko Suzuki1,2, Kosuke Higashida2, Tatsuhiko Yoshino2,3
1Faculty of Pharmaceutical Sciences, Hokkaido University Kita-ku, Sapporo, 060-0812, Japan.
Abstract:
A radical approach for hydrogenative perdeuteration of unactivated alkenes under cobalt/photoredox dual catalysis is described. The addition of a suitable base plays a key role in controlling two competing pathways by switching the catalytic performance of cobalt/photoredox catalysis. Base-assisted cobalt/photoredox dual catalysis promoted a hydrogen isotope exchange reaction of alkenes to afford deuterated alkenes via multiple repeating deuterium atom transfer/hydrogen atom abstraction processes, while consecutive reductive deuteration of alkenes proceeded in the absence of a base to afford polydeuterated alkanes. One-pot hydrogenative perdeuteration and perdeutero-arylation were also developed, providing access to various polydeuterated aliphatic compounds.
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