Fluoromethylene Transfer from Diarylfluoromethylsulfonium Salts: Synthesis of Fluorinated Epoxides |
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Authors: | Dr. Janis Veliks Armands Kazia |
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Affiliation: | Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006 Riga, Latvia |
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Abstract: | Diarylfluoromethyl sulfonium salts are efficient fluoromethylene transfer reagents equivalent to fluorocarbene, which is difficult to access. This was demonstrated by the development of a monofluorinated Johnson–Corey–Chaykovsky reaction with ketones and aldehydes, delivering uncommon 2-unsubstituted fluoroepoxides. This is the first evidence for the feasibility of sulfur fluoromethylylide and its action as a reaction intermediate. |
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Keywords: | fluorinated epoxides fluoromethylenation fluorooxiranes Johnson–Corey–Chaykovsky reaction sulfur fluoromethylylide |
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