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Cascade Reaction of α, β-Unsaturated Keto-carboxylic Acid for the Formation of 5-Substituted Isoxazole using
Somnath Ghosh1, Gokul S Londhe1, Nandhana Onaparambil Pradeep1
1Department of Chemistry, Indian Institute of Science Education and Research, Pune 411008, India.
Abstract:
An efficient and regioselective synthesis of 5-substituted isoxazoles has been developed via the reaction of α, β-unsaturated keto-carboxylic acids with sodium azide in the presence of iodine and TBHP. The transformation proceeds at room temperature to afford the desired products in moderate to good yields across a broad substrate scope. The strategy features the use of readily available starting materials, operational simplicity, and excellent regioselectivity. A plausible mechanistic pathway for isoxazole formation is also proposed.
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