Tertiary Hydroxylamines as Bifunctional Single-Nitrogen Sources for De Novo Spirooxindole Synthesis
Dongwei Zhao1, Junjie Sun1, Jingjing Liu1
1Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an710127, China.
None:
We herein report a palladium-catalyzed cascade reaction that enables the de novo synthesis of spirooxindoles from simple ortho-iodoaniline derivatives, in which tertiary O-benzoyl hydroxylamines serve as bifunctional single-nitrogen sources through sequential C-H diamination and C-N activation. The reaction features a broad substrate scope and accommodates both diamination and triamination pathways. Preliminary asymmetric studies afford the desired product in up to 92% ee, providing a concise route to structurally diverse spirooxindoles.
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