Chemoselective and efficient carbomethoxylation of the alcoholic chain of phenols by dimethyl carbonate (DMC)

被引：38

作者：

Bernini, Roberta

Mincione, Enrico

Crisante, Fernanda

Barontini, Maurizio

Fabrizi, Giancarlo

Gentili, Patrizia

机构：

[1] Univ Tuscia, Dipartimento Agrobiol & Agrochim, I-01100 Viterbo, Italy

[2] Consorzio Interuniv Chm Lambiente, Unita Ric VT2, I-30175 Marghera, Italy

[3] Univ Roma La Sapienza, Dipartmento Chim & Tecnol Sostanze Biol, I-00185 Rome, Italy

[4] Univ Roma La Sapienza, Dipartimento Chim, I-00185 Rome, Italy

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 39期

关键词：

chemoselective carbomethoxylation; dimethyl carbonate (DMC); carboxymethylated hydroxytyrosol;

D O I：

10.1016/j.tetlet.2007.07.109

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The efficiency of dimethyl carbonate (DMC) as chemoselective carbomethoxylating agent of the alcoholic chain of phenols has been investigated. In the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or sulfuric acid as catalysts, new carbomethoxylated phenolic compounds were obtained in quantitative yields. A new efficient derivatization of the aliphatic alcoholic chain of the precious natural hydroxytyrosol is described, which increases the lipophilicity of the hydroxytyrosol. The antioxidant activity of this new carboxymethylated hydroxytyrosol 8 has been investigated using DPPH radical scavenging test. The results showed that this new compound has an antioxidant activity similar to hydroxytyrosol. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：7000 / 7003

页数：4

共 48 条

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