A. Katritzky, Guifen Zhang, Jinlong Jiang
Aug 1, 1994
Citations
0
Influential Citations
15
Citations
Journal
Journal of Organic Chemistry
Abstract
Diethyl [(triphenylphosphoranylidene)amino]methyl]phosphonate (4), pre- pared in situ by treatment of 1-[[(triphenylphosphoranylidene)amino]- methyl]benzotriazole (betmip 6) with diethyl phosphite anion, is conve- rted by treatment with butyllithium into the corresponding carbanion 5. Carbanion 5, the first example of a 1,2-monoazabisylide equivalent, pro- vides a versatile synthetic method to introduce the C=NC=C structural unit, as illustrated by convenient preparations of 1,4-diaryl-2-azabu- tadienes, 1,1,4,4-tetraaryl-2-azabutadienes, diethyl [(acylamino)me- thyl]phosphonates, and isoquinolines