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Efficient Microwave-assisted One-pot Three-component Synthesis of 2,3-Disubstituted Benzofurans under Sonogashira Conditions.

ABSTRACT: An efficient one-pot method for the synthesis of 2,3-disubstituted benzo[b]furans from commercially available 2-iodophenols, terminal acetylenes and aryl iodides has been developed utilizing Sonogashira reaction conditions. After an initial Sonogashira coupling of the 2-iodophenol with the terminal alkyne, cyclization involving the aryl iodide provides the 2,3-disubstituted benzo[b]furan in good to excellent yields. The use of microwave irradiation shortens the reaction times and minimizes the side products. This methodology is especially useful for the construction of libraries of highly substituted benzo[b]furans and their analogues.

SUBMITTER: Markina NA

PROVIDER: S-EPMC3594699 | biostudies-literature | 2013 Apr

REPOSITORIES: biostudies-literature

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Efficient Microwave-assisted One-pot Three-component Synthesis of 2,3-Disubstituted Benzofurans under Sonogashira Conditions.

Markina Nataliya A NA Chen Yu Y Larock Richard C RC

Tetrahedron 20130401 13

An efficient one-pot method for the synthesis of 2,3-disubstituted benzo[<i>b</i>]furans from commercially available 2-iodophenols, terminal acetylenes and aryl iodides has been developed utilizing Sonogashira reaction conditions. After an initial Sonogashira coupling of the 2-iodophenol with the terminal alkyne, cyclization involving the aryl iodide provides the 2,3-disubstituted benzo[<i>b</i>]furan in good to excellent yields. The use of microwave irradiation shortens the reaction times and m ...[more]

PMID: 23504237

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