36038-92-3Relevant academic research and scientific papers
Synthesis of bis(2,4-diarylimidazol-5-yl) diselenides from N-benzylbenzimidoyl isoselenocyanates
Atanassov, Plamen K.,Zhou, Yuehui,Linden, Anthony,Heimgartner, Heinz
, p. 1102 - 1117 (2007/10/03)
The reaction of N-benzylbenzamides 6 with SOCl2 under reflux gave the corresponding N-benzylbenzimidoyl chlorides 7. Further treatment with KSeCN in dry acetone yielded imidoyl isoselenocyanates 3 (Scheme 2). These compounds, obtained in satisfying yields, proved to be stable enough to be purified and analyzed. Reaction of 3 with morpholine in dry acetone led to the corresponding selenourea derivatives 8. On treatment with Et3N, the 4-nitrobenzyl derivatives of type 3 were transformed into bis(2,4-diarylimidazol-5-yl) diselenides 9 (Scheme 3). This transformation takes place only when the benzyl residue bears an NO2 group and the phenyl group is not substituted with a strong electron-donating group. A reaction mechanism for the formation of 9 is proposed in Scheme 4. The key structures have been established by X-ray crystallography.
1,3-Dipolar Cycloadditions of 2-Ethoxy- and 2-(Ethylthio)-1-azetines with Nitrile Oxides, Nitrile Ylides and Nitrilimines: An Unexpected 1,2,4-Triazole Formation.
Hemming, Karl,Luheshi, Abdul-Bassett N.,Redhouse, Alan D.,Smalley, Robert K.,Thompson, J. Robin,et al.
, p. 4383 - 4408 (2007/10/02)
2-Ethoxy- and 2-(ethylthio)-1-azetines readily undergo 1,3-dipolar cycloadditions with nitrile oxides and nitrile ylides to give stable 4,5-bicyclic cycloadducts.With nitrilimines, however, the expected 1,3-dipolar cycloadducts and/or unexpected ring-open
