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Intramolecular Activation of Enones by Electrophilic Phosphinidene Complexes to Construct 2-Phosphafurans.

Hong LiRongqiang TianZheng Duan
Published in: Organic letters (2022)
Herein, we report a facile and highly atom-economic approach to 2-phosphafurans by using simple 2-chloroethylphosphine and acetylenic ketones. The key step of this protocol utilizes the Lewis acidity of electrophilic phosphinidenes to induce an intramolecular cyclization with enones. Dearomative hetero-Diels-Alder reactions of 2-phosphafurans provide two series of bicyclic phosphacycles. This rare synthetic application of Lewis acidity of electrophilic phosphinidene complexes represents a new frontier of phosphinidene chemistry.
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