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 c...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 TMSCI-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-l,l,4-trione was obtained. Optical resolution of the racemic benzosultam using （-）-menthoxyacetyl chloride, furnished the optically p.ure （＋）- and （-）-3-methyl-3-（4-methylphenyl）-2H- benzo[e][1,2]thiazine-1,1,4-triones, which were fluorinated with FC103 to produce the corresponding chiral N-F agents.展开更多
基金the Scientific Research Foundation for the Returned Oversea Chinese Scholars of Shandong University.
文摘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 TMSCI-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-l,l,4-trione was obtained. Optical resolution of the racemic benzosultam using （-）-menthoxyacetyl chloride, furnished the optically p.ure （＋）- and （-）-3-methyl-3-（4-methylphenyl）-2H- benzo[e][1,2]thiazine-1,1,4-triones, which were fluorinated with FC103 to produce the corresponding chiral N-F agents.
