13738-64-2Relevant articles and documents
Zinc-mediated reactions on salicylaldehyde for Botrytis cinerea control
Franche, Antoine,Imbs, Claire,Fayeulle, Antoine,Merlier, Franck,Billamboz, Muriel,Léonard, Estelle
, p. 706 - 710 (2020)
Botrytis cinerea is a necrotrophic fungus that affects various plant species. Chemical control is a necessity and as much as possible, eco-friendly conditions and bioresources to obtain these chemicals should be used. In this context, a series of products was obtained from salicylaldehyde using zinc as a powerful reagent and tested for antifungal activity against Botrytis cinerea
Redox-neutral α-oxygenation of amines: Reaction development and elucidation of the mechanism
Richers, Matthew T.,Breugst, Martin,Platonova, Alena Yu.,Ullrich, Anja,Dieckmann, Arne,Houk,Seidel, Daniel
, p. 6123 - 6135 (2014/05/20)
Cyclic secondary amines and 2-hydroxybenzaldehydes or related ketones react to furnish benzo[e][1,3]oxazine structures in generally good yields. This overall redox-neutral amine α-C-H functionalization features a combined reductive N-alkylation/oxidative α-functionalization and is catalyzed by acetic acid. In contrast to previous reports, no external oxidants or metal catalysts are required. Reactions performed under modified conditions lead to an apparent reductive amination and the formation of o-hydroxybenzylamines in a process that involves the oxidation of a second equivalent of amine. A detailed computational study employing density functional theory compares different mechanistic pathways and is used to explain the observed experimental findings. Furthermore, these results also reveal the origin of the catalytic efficiency of acetic acid in these transformations.
