General and efficient synthesis of 2,3-unsubstituted indoles catalyzed by acidic mesoporous molecular sieves

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• 作者：Nan Sun^a ; Lingfen Hong^a ; Fang Huang^a ; Hong Ren^a ; Weimin Mo^a ; Baoxiang Hu^a ; Zhenlu Shen^a ; Xinquan Hu^a ; ^b ; ^{xinquan@zjut.edu.cn}
• 关键词：2 ; 3-Unsubstituted indoles ; N-Benzyl 2-anilinoacetals ; Heterogeneous catalysis ; MCM-41-SO3H mesoporous molecular sieve ; Shape/size selectivity
• 刊名：Tetrahedron
• 出版年：2013
• 出版时间：13 May, 2013
• 年：2013
• 卷：69
• 期：19
• 页码：3927-3933
• 全文大小：655 K

文摘

A general and efficient method for the synthesis of 2,3-unsubstituted indoles has been established by the intramolecular cyclization of N-benzyl 2-anilinoacetals. Acidic mesoporous molecular sieve (MCM-41-SO₃H) has shown excellent catalytic activity on this transformation, and the 2,3-unsubstituted indoles bearing 7-substituent or strong electron-withdrawing substituents also could be achieved by this protocol. Moreover, the heterogeneous catalyst, MCM-41-SO₃H, could be conveniently recovered and reused without obvious loss of the catalytic activity. This work will provide an economic and environmental-benign method for the construction of various indole derivatives.