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Solution phase synthesis of a diverse library of highly substituted isoxazoles.

ABSTRACT: The iodocyclization of O-methyloximes of 2-alkyn-1-ones affords 4-iodoisoxazoles, which undergo various palladium-catalyzed reactions to yield 3,4,5-trisubstituted isoxazoles. The palladium-catalyzed processes have been adapted to parallel synthesis utilizing commercially available boronic acid, acetylene, styrene, and amine sublibraries. Accordingly, a diverse 51-member library of 3,4,5-trisubstituted isoxazoles has been generated.

SUBMITTER: Waldo JP

PROVIDER: S-EPMC3750120 | biostudies-literature | 2008 Sep-Oct

REPOSITORIES: biostudies-literature

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Solution phase synthesis of a diverse library of highly substituted isoxazoles.

Waldo Jesse P JP Mehta Saurabh S Neuenswander Benjamin B Lushington Gerald H GH Larock Richard C RC

Journal of combinatorial chemistry 20080801 5

The iodocyclization of O-methyloximes of 2-alkyn-1-ones affords 4-iodoisoxazoles, which undergo various palladium-catalyzed reactions to yield 3,4,5-trisubstituted isoxazoles. The palladium-catalyzed processes have been adapted to parallel synthesis utilizing commercially available boronic acid, acetylene, styrene, and amine sublibraries. Accordingly, a diverse 51-member library of 3,4,5-trisubstituted isoxazoles has been generated. ...[more]

PMID: 18671435

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