Abstract

Condensation reactions between ninhydrin and sulfonium salts catalyzed by SeO2 and Cs2CO3 afforded highly functionalized vinyl alcohols and vinyl sulfides. In the reaction of ninhydrin with dipropyl phenacylsulfonium bromide catalyzed by SeO2 at room temperature in MeCN, highly functionalized vinyl alcohols were formed in good yields and high selectivities. When dimethyl phenacylsulfonium iodide was used in place of dipropyl phenacylsulfonium bromide, vinyl sulfides were produced in moderate to good yields.

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