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Carbonyl Olefin Metathesis and Dehydrogenative Cyclization of Aromatic Ketones and gem-Difluoroalkenes
时间:2023-12-09 09:00:00点击量:

        Yunxiao Zhang, Jiaxin Wang, Youyuan Guo, Shanshan Liu, Xiao Shen.Angew. Chem. Int. Ed.(沈晓)


Abstract:

        The beauty of one-pot cascade reaction lies in the efficient disconnection and construction of several bonds in a single reaction flask, without the isolation of any intermediates. Herein, we report the first photo-induced thermal-promoted cascade reactions of readily available aromatic ketones and aromatic gem-difluoroalkenes for the synthesis of phenanthrenes which possess potential utility in drug design and material science. The reaction combines carbonyl-olefin metathesis (cascade photo-induced [2+2] cyclization and thermal-controlled retro [2+2] cyclization) and dehydrogenative cyclization (cascade photo-induced conrotatory 6π electrocyclization and collidine-promoted dehydrogenative aromatization) together in one pot. The oxidant-free, acid-free and metal-free reaction shows broad substrate scope and wide functional group tolerance.    


        论文链接:https://onlinelibrary.wiley.com/doi/10.1002/anie.202315269