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Parallel synthesis of a multi-substituted benzo[b]furan library.

ABSTRACT: The solution-phase parallel synthesis of a 121-member library of multi-substituted benzo[ b]furans is described. 2,3,5-Trisubstituted benzo[ b]furans have been prepared by the palladium-catalyzed substitution of 3-iodobenzofurans by Suzuki-Miyaura, carbonylative Suzuki, Sonogashira, Heck, and carboalkoxylation chemistry. The 3-iodobenzofurans are readily prepared in good to excellent yields by the palladium/copper-catalyzed cross-coupling of various o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization with ICl.

SUBMITTER: Cho CH

PROVIDER: S-EPMC2669318 | biostudies-literature | 2008 Nov-Dec

REPOSITORIES: biostudies-literature

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Parallel synthesis of a multi-substituted benzo[b]furan library.

Cho Chul-Hee CH Neuenswander Benjamin B Lushington Gerald H GH Larock Richard C RC

Journal of combinatorial chemistry 20081021 6

The solution-phase parallel synthesis of a 121-member library of multi-substituted benzo[ b]furans is described. 2,3,5-Trisubstituted benzo[ b]furans have been prepared by the palladium-catalyzed substitution of 3-iodobenzofurans by Suzuki-Miyaura, carbonylative Suzuki, Sonogashira, Heck, and carboalkoxylation chemistry. The 3-iodobenzofurans are readily prepared in good to excellent yields by the palladium/copper-catalyzed cross-coupling of various o-iodoanisoles and terminal alkynes, followed ...[more]

PMID: 18937516

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