Warghude Prakash K, Sabale Abhijeet S, Dixit Ruchi, Vanka Kumar, Bhat Ramakrishna G
Department of Chemistry, Indian Institute of Science Education and Research (IISER)-Pune, Dr Homi Bhabha Road, Pashan, Pune, 411008, Maharashtra, India.
Physical and Materials Chemistry Division, CSIR-National Chemical Laboratory, Dr Homi Bhabha Road, Pune-411008, India and Academy of Scientific and Innovative Research (AcSIR), Ghaziabad - 201002, India.
Org Biomol Chem. 2021 May 19;19(19):4338-4345. doi: 10.1039/d1ob00514f.
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.
开发了一种异吲哚酮的Morita-Baylis-Hillman（MBH）碳酸酯与奥洛酮/硫代奥洛酮的高度区域选择性[3 + 2]环化反应。通过探索路易斯碱的反应活性，一锅法构建了螺杂环，如螺环氧化吲哚环戊二烯和螺环氧化吲哚稠合羟基环戊烯衍生物。结合实验和密度泛函理论（DFT）计算深入了解了反应机理。
