An easy and practical approach to access multifunctional cylcopentadiene- and cyclopentene-spirooxindoles via [3 + 2] annulation?
Organic & Biomolecular Chemistry Pub Date: 2021-04-21 DOI: 10.1039/D1OB00514F
Abstract
A highly regioselective [3 + 2] annulation of Morita–Baylis–Hillman (MBH) carbonates of isatin with aurone/thioaurone is developed. Spiroheterocycles such as spirooxindole cyclopentadiene and spirooxindole fused hydroxy cyclopentene derivatives are constructed in one pot by exploring the reactivity of Lewis bases. Combined experimental and density functional theory (DFT) calculations offered an insight into the reaction mechanism.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4