30276-99-4Relevant academic research and scientific papers
1,3-Dipolar Character of Six-membered Aromatic Rings. Part 55. 3-Hydroxypyridine-2-thiones: Betaines, Cycloadditions, and Other Reactions
Katritzky, Alan R.,Grzeskowiak, Nicholas E.
, p. 2345 - 2389 (2007/10/02)
1-Methyl-2-methylthio-3-oxidopyridinium, 2-allylthio-1-methyl-3-oxidopyridinium, and 1--2-methylthio-3-oxidopyridinium undergo 1,3-dipolar cycloaddition to electron-deficient alkenes giving azabicyclooctene adducts having 1-alkylthio substituents.Quaternisation and tropone formation are investigated. 3-Hydroxypyridine-2-thione is cycloalkylated between sulphur and oxygen by substituted 1,1-dichloromethanes and certain α-haloacetyl chlorides. 1-(2-Pyridylmethyl)-3-oxidopyridinium gives azabicyclooctene cycloadducts with electron-deficient alkenes.The stereochemistry of all cycloadducts is deduced from the n.m.r.spectra.
