Pal Adwitiya, Mondal Bijan, Sau Subham, De Soumita, Thakur Arunabha
Department of Chemistry, Jadavpur University, Kolkata-700032, West Bengal, India.
Institute of Inorganic Chemistry, Universität Regensburg, Regensburg-93040, Germany.
Org Lett. 2024 Sep 17. doi: 10.1021/acs.orglett.4c03098.
A one-step, two-component visible light-mediated CoCl·6HO-catalyzed oxidative acylation of alkenes by aldehydes to synthesize -epoxy ketone has been achieved in water at room temperature. The photocatalytic activity of Co(II) presented a remarkable achievement for synthesis of -epoxy ketones from aldehydes and olefins, with a wide substrate compatibility including aromatic, heteroaromatic and aliphatic aldehydes, styrenes with both electron-donating and withdrawing groups, α-substituted styrenes, stilbene, acrylates, and even the challenging unactivated aliphatic alkenes. Mechanistic studies including radical trapping experiments, intermediate detection by GCMS, Hammett analysis, and DFT studies unveil the nature of the photocatalytic pathway.
已在室温下的水中实现了一步法、双组分可见光介导的CoCl·6H₂O催化醛对烯烃的氧化酰化反应，以合成α-环氧酮。Co(II)的光催化活性在由醛和烯烃合成α-环氧酮方面取得了显著成果，具有广泛的底物兼容性，包括芳香醛、杂芳醛和脂肪醛、带有供电子和吸电子基团的苯乙烯、α-取代苯乙烯、二苯乙烯、丙烯酸酯，甚至是具有挑战性的未活化脂肪烯烃。包括自由基捕获实验、GCMS中间体检测、哈米特分析和DFT研究在内的机理研究揭示了光催化途径的本质。
