186665-89-4Relevant academic research and scientific papers
Electrochemically induced fluorinative ring expansion of cycloalkylideneacetates
Hara, Shoji,Chen, Sheng-Qi,Hoshio, Takuro,Fukuhara, Tsuyoshi,Yoneda, Norihiko
, p. 8511 - 8514 (1996)
The electrochemical oxidation of cyclic unsaturated esters (1) was carried out using ET3N-5HF as the electrolyte. The ring expansion and fluorination took place to give β,β-difluorocycloalkanecarboxylic esters (2) selectively.
Semi-Industrial Fluorination of β-Keto Esters with SF 4: Safety vs Efficacy
Bugera, Maksym Y.,Khairulin, Andrii R.,Kliukovskyi, Denys V.,Ryabukhin, Sergey V.,Semenov, Sergey V.,Shevchenko, Valerii O.,Tarasenko, Karen V.,Trofymchuk, Serhii A.,Volochnyuk, Dmitriy M.
, p. 565 - 574 (2020/03/27)
The possibility of deoxofluorination of β-keto esters using SF 4 was investigated. The scope and limitation of the reaction were determined. The efficient method for the synthesis of β,β-difluorocarboxylic acids was elaborated based on the reaction. The set of mentioned acids, being the perspective building blocks for medicinal chemistry, were synthesized on multigram scale. The safety of SF 4 use was discussed. The described method does not improve upon the safety of using SF 4, but practical recommendations for working with the reagent are proposed. Despite the hazards of using toxic SF 4, a significant increase of efficacy in the synthesis of medicinal-chemistry-relevant building blocks, based on the reaction, in comparison with earlier described approaches is shown.
A general route for the synthesis of β,β-difluorocarboxylic acids
Cohen, Or,Rozen, Shlomo
, p. 5362 - 5364 (2008/12/20)
A new method for the preparation of β,β-difluoro- (and other gem-difluoro) acids has been developed. It is based on the fact that 3-oxocarboxylic esters are easy to make and convert to the corresponding dithiane derivatives. These dithianes reacted with B
