The cyclization reaction of sulfonamides with sulfonyl radicals

• Main Authors: Ming-YiTsai, 蔡明義
• Other Authors: Che-Ping Chuang
• Format: Others
• Language: zh-TW
• Published: 2012
• Online Access: http://ndltd.ncl.edu.tw/handle/00320299828871992221

碩士 === 國立成功大學 === 化學系碩博士班 === 100 === In recent decades, there has been a growing interest in the application of radical cyclization in organic synthesis. These reactions involving in the free radicals have been widely used in synthesis of various cyclic compounds. These reactions exhibit in regio- and stereo-selectivity bring about a lot of interest of chemists. Alkylsulfonyl radical can undergo addition reaction with unsaturated bond; or elimination reaction of intermediate, or both of them. Thus, alkylsulfonyl radical is a multi-function radical. In this thesis, we use a catalytic amount of silver ions (I) with persulfate in the aqueous system to generate silver ions (II). The use of silver ions (II) oxidizing p-toluenesulfinate (Ts-) is taken as sulfonyl radical source. In addition, oxidation of the persulfate in heating condition facilitates the free radical cyclization of N-ethyl-N-phenyl amide sulfonyl compounds.