1638192-46-7Relevant articles and documents
Preparation containing end bit difluoro ethylene group intermediate liquid crystalline compound and method for preparing same
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Paragraph 0098; 0099; 0100, (2016/12/07)
The invention provides an intermediate for preparing a liquid crystal compound containing terminal difluoroethylene groups and a preparation method of the intermediate. The intermediate has a structure represented as the formula I. The preparation method is simple in processes, is low in cost and is high in yield. The product is easy to purify and is suitable for being industrially produced.
Gem-difluoroolefination of diaryl ketones and enolizable aldehydes with difluoromethyl 2-pyridyl sulfone: New insights into the Julia-Kocienski reaction
Gao, Bing,Zhao, Yanchuan,Hu, Mingyou,Ni, Chuanfa,Hu, Jinbo
supporting information, p. 7803 - 7810 (2014/07/07)
The direct conversion of diaryl ketones and enolizable aliphatic aldehydes into gem-difluoroalkenes has been a long-standing challenge in organofluorine chemistry. Herein, we report efficient strategies to tackle this problem by using difluoromethyl 2-pyridyl sulfone as a general gem-difluoroolefination reagent. The gem-difluoroolefination of diaryl ketones proceeds by acid-promoted Smiles rearrangement of the carbinol intermediate; the gem-difluoroolefination is otherwise difficult to achieve through a conventional Julia-Kocienski olefination protocol under basic conditions due to the retro-aldol type decomposition of the key intermediate. Efficient gem-difluoroolefination of aliphatic aldehydes was achieved by the use of an amide base generated in situ (from CsF and tris(trimethylsilyl)amine), which diminishes the undesired enolization of aliphatic aldehydes and provides a powerful synthetic method for chemoselective gem-difluoroolefination of multi-carbonyl compounds. Our results provide new insights into the mechanistic understanding of the classical Julia-Kocienski reaction. What a gem! The gem-difluoroolefination of diaryl ketones was realized by an acid-promoted Julia-Kocienski olefination reaction at elevated temperatures. The gem-difluoroolefination of aliphatic aldehydes and chemoselective gem-difluoroolefination of dicarbonyl compounds was achieved with the use of an amide base generated in situ (see scheme).