Acid-catalyzed C-O coupling of styrenes with N-hydroxyphthalimide: trapping alkenyl radicals by TEMPO

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• 作者：Xiao-Feng Xia^a ; ^{xiaxf@jiangnan.edu.cn" class="auth_mail" title="E-mail the corresponding author} ; Su-Li Zhu^a ; Yan-Ning Niu^b ; Danting Zhang^a ; Xiang Liu^a ; Haijun Wang^a
• 关键词：Acid-catalyzed ; C&ndash ; O coupling ; N-hydroxyphthalimide ; TEMPO ; 1 ; 2-Dihydroxylaminations
• 刊名：Tetrahedron
• 出版年：2016
• 出版时间：2 June 2016
• 年：2016
• 卷：72
• 期：22
• 页码：3068-3072
• 全文大小：530 K

文摘

A mild metal-free acid-catalyzed 1,2-dihydroxylaminations of alkenes with N-hydroxyphthalimide and 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) has been demonstrated under air conditions to furnish the dioxygenated products in good to excellent yields. The dioxygenated product can be easily transformed into ketone derivative using 3-chloroperbenzoic acid (m-CPBA) as the oxidant in a high yield.