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gem-Difluoro compounds: a convenient preparation from ketones and aldehydes by halogen fluoride treatment of 1, 3-dithiolanes

SC Sondej, JA Katzenellenbogen

文献索引:Sondej, Susan C.; Katzenellenbogen, John A. Journal of Organic Chemistry, 1986 , vol. 51, # 18 p. 3508 - 3513

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被引用次数: 143

摘要

gem-Difluoro compounds can be prepared from ketones and aldehydes by formation of the corresponding 1, 3-dithiolanes, followed by reaction with 1, 3-dibromo-5, 5- dimethylhydantoin and pyridinium poly (hydrogen fluoride)(HF-pyridine) in methylene chloride. The reaction requires 2 equiv of Br+ and appears to proceed through a sequence of two bromosulfonium ions that open and cleave, respectively, to sulfur-and fluorine- ...