29586-59-2Relevant academic research and scientific papers
The Mechanism of Electrochemical Reduction of Partially Saturated Bicyclic 2-Phenylsubstituted-1,3-oxazines
Richter, H.P.,Fueloep, F.,Stajer, G.,Pflegel, P.,Bernath, G.
, p. 601 - 605 (2007/10/02)
Partially saturated bicyclic 2-phenylsubstituted 1,3-oxazines of the type 1-6 are reduced in a 2e step at the azomethine bond by controlled potential electrolysis in acidic electrolytes.By ring-chain tautomerism, the resulting bicyclic tetrahydro-1,3-oxazines (2e products) form the corresponding ring-opened aldimine derivatives, which are reduced in a further 2e step to the corresponding amines (4e products), and which are also hydrolyzed to the aminoalcohols and aldehydes.This explains the poor yields of the 4e products.The behaviour of the bicyclic tetrahydro-1,3-oxazines was rationalized by comparisons with the authentic substances 7 and 8.
