Claisen Isoxazole Synthesis Mechanism | Organic Chemistry @OrganicMechanismsChannel
Claisen Isoxazole Synthesis Mechanism | Organic Chemistry  @OrganicMechanismsChannel
Uploaded November 2021 | Updated September 2026, 1 week ago
The mechanism for a Claisen Isoxazole Synthesis which involves the condensation of β-keto esters with hydroxylamine and can occur in two directions to give either isoxazolin-3-ones which exist predominately as 3-hydroxyisoxazoles or isoxazolin-5-ones. Early work by Claisen and others showed that the products from 2-unsubstituted β-keto esters were isoxazolin-5-ones. In the early 1960's, Katritzky found that 2-substituted analogues give 3-hydroxyisozaoles. Jacquier later showed that both types of products could be produced from both types of keto esters depending on the precise pH variation during the reaction work-up.

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Claisen Isoxazole Synthesis Mechanism | Organic Chemistry

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