SnO Catalyzed Solvent-Free Synthesis of Dimethyl 2-[(Indol-3-yl)-methyl]malonate Derivatives

doi:10.11944/j.issn.1000-0518.2015.07.140371

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (7): 759-764.DOI: 10.11944/j.issn.1000-0518.2015.07.140371

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SnO Catalyzed Solvent-Free Synthesis of Dimethyl 2-[(Indol-3-yl)-methyl]malonate Derivatives

XU Zhaohui

Chemistry and Chemical Engineering Department,Jiangxi Normal University,Nanchang 330027,China

Received:2014-10-30 Accepted:2015-02-14 Published:2015-06-30 Online:2015-06-30
Contact: XU Zhaohui, associate professor; Tel/Fax:0791-88507246; E-mail:gotoxzh@163.com; Research interests:research and development of fine petrochemicals and pharmaceutical intermediates
Supported by:
Supported by the National Science and Technology Project (No.2001BA323C), the Graduate Innovation Foundation of Jiangxi Province (No.YC10A51)

Abstract

Abstract:

Ten dimethyl 2-[(indol-3-yl)-methyl]malomate derivatives were synthesized by three-component one-pot reaction of indole with aldehydes and dimethyl malonate under solvent-free condition in the presence of SnO as the catalyst. The yields ranged from 58% to 74%. The advantages of this method are no solvent pollution and mild reaction conditions. Furthermore, a mechanism for this condensation reaction was proposed and the relationship between reaction rate and substituent groups was also studied. All the compounds synthesized were confirmed by ¹H NMR, ¹³C NMR and IR.

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Key words: dimethyl [(indol-yl)-methyl]malonate, dimethyl malonate, SnO, aldehydes, solvent-free

CLC Number:

XU Zhaohui. SnO Catalyzed Solvent-Free Synthesis of Dimethyl 2-[(Indol-3-yl)-methyl]malonate Derivatives[J]. Chinese Journal of Applied Chemistry, 2015, 32(7): 759-764.

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SnO Catalyzed Solvent-Free Synthesis of Dimethyl 2-[(Indol-3-yl)-methyl]malonate Derivatives

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