Chemoselective synthesis of aryl carboxamido sulfonic acid derivatives
作者： Yung-Lin Yang , Basker Rajagopal , Chien-Fu Liang , Chun-Chi Chen , Hsiu-Ping Lai
DOI: 10.1016/J.TET.2013.01.028
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摘要: Abstract A one-pot two-step synthetic strategy for the preparation of aryl carboxamido sulfonic acid derivatives was developed. The synthesis started from m-(chlorosulfonyl)benzoyl chloride, which reacted with amines, alcohols, thiols, or sodium azide and catalytic activator at rt to give corresponding in good yields. short reaction times chemoselective nature procedure diminished undesired side reactions enhanced efficiency reaction. In cases electron-donor electron-deficient substituted carboxanilides, piperidine successfully incorporated sulfur obtain sulfonamides yields 46% (4-nitroaniline) nearly quantitative (4-methoxyaniline). optimized conditions were applied diarylsulfonamides, esters, thiosulfonates, a sulfonyl azide, are very important key structures modern organic synthesis. Furthermore, method has been used inhibitors isocitrate dehydrogenase mutants, closely related tumorigenesis.
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