A highly efficient heterogeneous copper-catalyzed Chan-Lam coupling between thiols and arylboronic acids leading to diaryl sulfides under mild conditions

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• 作者：Yang Lin^a ; Mingzhong Cai^b ; ^{mzcai@jxnu.edu.cn" class="auth_mail" title="E-mail the corresponding author} ; Zhiqiang Fang^a ; Hong Zhao^a ; ^{zhaohong1001@sina.com" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Chan-Lam coupling ; Supported copper catalyst ; Diaryl sulfide ; MCM-41 ; Heterogeneous catalysis
• 刊名：Tetrahedron
• 出版年：2016
• 出版时间：9 June 2016
• 年：2016
• 卷：72
• 期：23
• 页码：3335-3343
• 全文大小：992 K

文摘

The heterogeneous Chan-Lam coupling reaction between thiols and arylboronic acids was achieved in EtOH at room temperature in the presence of 5 mol % of MCM-41-immobilized 1,10-phenanthroline-copper(II) complex [MCM-41-1,10-Phen-CuSO₄] with n-Bu₄NOH (40% aq) as base under O₂ atmosphere, yielding a variety of unsymmetrical diaryl sulfides in good to excellent yields under mild and green conditions. The new heterogeneous copper complex can easily be prepared by a simple procedure from commercially readily available and inexpensive reagents, and recovered by a simple filtration of the reaction solution and recycled for at least eight times without significant loss of catalytic activity.