A method for producing camphorsultam, which includes the following steps 1 to 4:
Step 1: reacting camphorsulfonic acid with a halogenation agent to give camphorsulfonyl halide,
Step 2: reacting the camphorsulfonyl halide with ammonia to give camphorsulfonamide,
Step 3: subjecting the camphorsulfonamide to dehydration and ring closure to give camphorsulfonimine, and
Step 4: reducing the camphorsulfonimine with sodium borohydride in an aqueous isopropanol solution. According to this invention, camphorsultam and intermediates thereof can be obtained by an industrial method which is comparatively safe to the environment and human body, economical, and which is simple and easy.
Oxidation of 1,3-dicarbonyl compounds using (camphorylsulfonyl)oxaziridines
作者:Franklin A. Davis、Hu Liu、Bang-Chi Chen、Ping Zhou
DOI:10.1016/s0040-4020(98)00500-6
日期:1998.8
The oxidation of 1,3-dicarbonyl compounds with (camphorylsulfonyl)oxaziridines 2 was studied in both cyclic and acyclic systems. Two reaction pathways were identified: enolate α-hydroxylation and a novel Baeyer-Villiger type oxidation. The Baeyer-Villiger oxidation product was observed only for the ketones and arises via rearrangement of an alkoxy epoxide. Synthetically useful ee's (82–95%) were observed
N-fluoro-o-benzenedisulfonimide: a useful new fluorinating reagent
作者:Franklin A. Davis、Wei Han
DOI:10.1016/s0040-4039(00)74290-0
日期:1991.3
N-Fluoro-o-benzenedisulfonimide (5) is a stable, easily prepared, highly efficient source of “electrophilic” fluorine which fluorinates enolates, azaenolates and carbanions in good to excellent yields.