Muhammad Adnan Bashir , Xuanjie Chen , Tie Wang , Hui Guo , Hongbin Zhai
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Synthesis of cyclopenta[b]benzofurans via biomimetic oxidative phenol–enamine [3 + 2] cycloaddition†
A hemin/t-BuOOH-catalyzed oxidative phenol–enamine formal [3 + 2] cycloaddition has been developed, enabling the environmentally benign synthesis of valuable cyclopenta[b]benzofuran scaffolds under sustainable reaction conditions with excellent atom- and step-economy. Mechanistic studies point to the involvement of a two-electron oxidation pathway. Based on the preliminary biological investigations, compound 3ay displayed moderate anti-cancer activities (IC50 = 27.73 μM) against MCF7 cells (breast cancer cells).
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