Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1256343 | Chinese Chemical Letters | 2008 | 4 Pages |
Abstract
Treatment of N-t-butylbenzenesulfonamide with an excess of BuLi, followed by the reaction with methyl 2-(4-methylphenyl)propanoate, gave the corresponding 2-carboxybenzenesulfonamide, which underwent a sequence of consecutive N-deprotective cyclization process mediated by TMSCl-NaI-MeCN reagent to afford the N-sulfonylimine. Following the bromination and ring expansion, 3-methyl-3-(4-methylphenyl)-2H-benzo[e][1,2]thiazine-1,1,4-trione was obtained. Optical resolution of the racemic benzosultam using (â)-menthoxyacetyl chloride, furnished the optically pure (+)- and (â)-3-methyl-3-(4-methylphenyl)-2H-benzo[e][1,2]thiazine-1,1,4-triones, which were fluorinated with FClO3 to produce the corresponding chiral N-F agents.
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Physical Sciences and Engineering
Chemistry
Chemistry (General)
Authors
Hui Min Sun, Zhao Peng Liu, Long Qian Tang,