78994-82-8Relevant academic research and scientific papers
ν-Triazolines, XXVI. 1,2,5-Trisubstituted 3-Pyrrolecarbaldehydes from N-Substituted Oxazolium-5-olates and 5-Amino-4,5-dihydro-4-methylene-ν-triazoles
Erba, Emanuela,Gelmi, Maria Luisa,Pocar, Donato,Trimarco, Pasqualina
, p. 1083 - 1089 (2007/10/02)
Die Cycloaddition von einigen symmetrisch und unsymmetrisch substituierten N-substituierten Oxazolium-5-olaten (2) an 5-Amino-4,5-dihydro-4-methylen-ν-triazole (1) wird beschrieben.Durch regiospezifische Cycloaddition entstehen instabile Cycloaddukte, die sofort Kohlendioxid und Stickstoff unter Umlagerung zu 1,2,5-trisubstituierten 3-Pyrrolcarbaldehyd-anilen (3) eliminieren.Die Anile werden leicht zu den entsprechenden 1,2,5-trisubstituierten 3-Pyrrolcarbaldehyden (4) hydrolysiert.
Reactions of Five-Membered Mesoionic Heterocycles with o-Quinonoid Compounds, V. 1,3-Oxazolium-5-olates and 1,3-Thiazolium-5-olates
Friedrichsen, Willy,Schwarz, Ingo,Epe, Bernd,Hesse, Karl-Friedrich
, p. 622 - 631 (2007/10/02)
1,3-Oxazolium-5-olates (1) and 1,3-thiazolium-5-olates (11) react with o-benzoquinones (3) and α-naphthoquinone to give adducts (4, 5, 6, 15) which can formally be derived from ketene valence tautomers of 1 and 11. 9,10-Phenanthrenequinone and 1a yield a compound (10) which possibly results from an initially formed adduct (7) with subsequent loss of CO2.Consistent with this view is a product (14) of the reaction between 9,10-phenanthrenequinone and 11.The structure of 14 has been determined by X-ray crystallography. - Keywords: o-Quinonoid Compounds, Mesoionic Heterocycles
