Abstract Treatment of a-chloroacylhydrazones of diary1 and certain aralkyl and dialkyl ketones with sodium hydride in anhydrous tetrahydrofuran gives 1-(disubstituted methylene)- 3-oxo-1, 2-diazetidinium inner salts (ylides). The reaction pathway involves formation of the hydrazone anion followed by intramolecular SN2 halide displacement (with complete inversion at the a carbon) by the spz imine nitrogen. These 1-(disubstituted methylene)-3- ...
![Acetic acid, 2-chloro-,2-(tricyclo[3.3.1.13,7]dec-2-ylidene)hydrazide结构式](https://image.chemsrc.com/caspic/478/79289-19-3.png)
![3-chloro-N-[(2,2-dimethyl-1-phenyl-propylidene)amino]propanamide结构式](https://image.chemsrc.com/caspic/009/79289-23-9.png)
