83294-15-9Relevant academic research and scientific papers
The Correlation of Regiochemistry with Structure in the SRN1 Reaction of aci-Nitronates with p-Nitrobenzylic Substrates
Norris, Robert K.,Randles, David
, p. 1621 - 1633 (2007/10/02)
The rate and regiochemistry of the SRN1 reactions of aci-nitronates with p-nitrobenzylic substrates are profoundly affected by branching at the positions adjacent to the reaction sites (Cβ).Definitive rules which predict whether C-alkylation will occur in the association step involving p-nitrobenzylic radicals and aci-nitronate ions are formulated. β-Branching causes O-alkylation or reductive processes to increase.In some cases no recognizable product formation results.Benzylic alcohols, p-nitrophenyl alkyl ketones and/or their oximes, and p-nitrophenol are among the products which result from subsequent reactions of the O-alkylation products, aci-nitronic esters of benzylic alcohols.
