Palladium-catalyzed benzylic-like nucleophilic substitution of benzofuran-, benzothiophene- and indole-based substrates by dimethyl malonate anion was written by Primault, Gaelle;Legros, Jean-Yves;Fiaud, Jean-Claude. And the article was included in Journal of Organometallic Chemistry in 2003.Synthetic Route of C10H8O4 This article mentions the following:
The palladium-catalyzed benzylic-like nucleophilic substitution of acetates derived from benzofuran, benzothiophene, and indole was investigated. Reactants prepared for this study included 2-benzofuranmethanol acetate, 5-chloro-2-benzofuranmethanol acetate, 7-methoxy-2-benzofuranmethanol acetate, α-methyl-2-benzofuranmethanol acetate, (-)-(αS)-α-methyl-2-benzofuranmethanol acetate, benzo[b]thiophene-2-methanol acetate, 1H-indole-2-methanol acetate, 1-methyl-1H-indole-2-methanol acetate. The asym. substitution on racemic α-methyl-2-benzofuranmethanol acetate gave disappointing results, but the substitution product was obtained in 98% enantiomeric excess from (-)-(αS)-α-methyl-2-benzofuranmethanol acetate with overall retention of configuration. The reaction product was (-)-[(1S)-1-(2-benzofuranyl)ethyl]propanedioic acid di-Me ester. In the experiment, the researchers used many compounds, for example, 7-Methoxybenzofuran-2-carboxylic acid (cas: 4790-79-8Synthetic Route of C10H8O4).
7-Methoxybenzofuran-2-carboxylic acid (cas: 4790-79-8) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Synthetic Route of C10H8O4
Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem