SULFONATE ESTERS OF α-CHLOROALDOXIMES, ALDOXIMES, AND AMIDOXIMES VIA "SULFENE" ADDITION
- 1 February 1966
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 44 (3) , 297-305
- https://doi.org/10.1139/v66-041
Abstract
Reaction of aromatic nitrile oxides with methanesulfonyl and benzylsulfonyl chlorides in the presence of triethylamine yielded sulfonate esters of α-chloroaldoximes [Formula: see text]. Under the same reaction conditions, aldoximes yielded sulfonate esters, which decomposed to nitriles, and amidoximes yielded amidoxime O-sulfonates, which were also prepared by the action of ammonium hydroxide on [Formula: see text]. Chemical as well as nuclear magnetic resonance spectroscopic evidence confirms the formula [Formula: see text] for amidoximes.Keywords
This publication has 3 references indexed in Scilit:
- THE CONVERSION OF META- AND PARA-SUBSTITUTED BENZALDOXIME ARENESULFONATES TO NITRILESCanadian Journal of Chemistry, 1965
- Four-Membered Sulfones From Enamines and Aliphatic Sulfonyl HalidesJournal of the American Chemical Society, 1962
- Infrared Spectra of the Nitrile N-Oxides: Some New FuroxansThe Journal of Organic Chemistry, 1960