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Improved synthesis of 3-aryl isoxazoles containing fused aromatic rings.

ABSTRACT: A critical comparison of methods to prepare sterically hindered 3-aryl isoxazoles containing fused aromatic rings using the nitrile oxide cycloaddition (NOC) reveal that modification of the method of Bode, Hachisu, Matsuura, and Suzuki (BHMS), utilizing either triethylamine as base or sodium enolates of the diketone, ketoester, and ketoamide dipolarophiles, respectively, was the method of choice for this transformation.

SUBMITTER: Mirzaei YR 

PROVIDER: S-EPMC3601750 | biostudies-literature | 2012 Dec

REPOSITORIES: biostudies-literature

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Improved synthesis of 3-aryl isoxazoles containing fused aromatic rings.

Mirzaei Yousef R YR   Weaver Matthew J MJ   Steiger Scott A SA   Kearns Alison K AK   Gajewski Mariusz P MP   Rider Kevin C KC   Beall Howard D HD   Natale N R NR  

Tetrahedron 20120925 50

A critical comparison of methods to prepare sterically hindered 3-aryl isoxazoles containing fused aromatic rings using the nitrile oxide cycloaddition (NOC) reveal that modification of the method of Bode, Hachisu, Matsuura, and Suzuki (BHMS), utilizing either triethylamine as base or sodium enolates of the diketone, ketoester, and ketoamide dipolarophiles, respectively, was the method of choice for this transformation. ...[more]

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