292863-61-7Relevant academic research and scientific papers
Novel synthesis of fluoroalkylated α,β-unsaturated ketones by the oxygenative perfluoroalkylation of α-chlorostyrenes
Yoshida, Masato,Ohkoshi, Masanori,Iyoda, Masahiko
, p. 804 - 805 (2000)
The photochemical reaction of perfluoroalkyl iodide with α-chlorostyrenes in the presence of hexabutylditin under oxygen atmosphere produced fluoroalkylated α,β-unsaturated ketones in moderate to good yields.
Cobalt-Catalyzed Hydroxyperfluoroalkylation of Alkenes with Perfluoroalkyl Bromides and Atmospheric Oxygen
Sun, Qilin,Pang, Liangzhi,Mao, Shuxian,Fan, Wu,Zhou, Yuyi,Xu, Jing,Li, Suhua,Li, Qiankun
, p. 1353 - 1364 (2021/12/02)
A mild and efficient method for the cobalt-catalyzed hydroxyperfluoroalkylation of alkenes has been developed. This method demonstrated broad substrate scope, good yields, and mild conditions with the tolerance of mono-, di-, and trisubstituted alkenes including both styrenes and non-activated aliphatic olefins. This strategy offered a valuable solution for rapid and efficient construction of β-perfluoroalkyl alcohols using widely available and inexpensive perfluoroalkyl bromides and atmospheric oxygen.
Copper-Catalyzed Fluoroolefination of Silyl Enol Ethers and Ketones toward the Synthesis of β-Fluoroenones
Li, Yanlin,Liu, Jing,Zhao, Shuang,Du, Xuzhao,Guo, Minjie,Zhao, Wentao,Tang, Xiangyang,Wang, Guangwei
, p. 917 - 920 (2018/02/22)
A general and facile synthetic method for β-fluoroenones from silyl enol ethers or ketones, with a copper-amine catalyst system, has been developed. The reaction proceeded by a tandem process of difluoroalkylation-hydrolysis-dehydrofluorination. This method is characterized by high yields, excellent Z/E ratios, a low-cost catalyst, and a broad substrate scope. The synthetic potential of β-fluoroenones has been demonstrated by the construction of various complicated organofluorine molecules.
Oxygenative perfluoroalkylation of olefinic compounds using perfluoroalkyl iodide in the presence of oxygen
Yoshida, Masato,Ohkoshi, Masanori,Muraoka, Tsunehiro,Matsuyama, Haruo,Iyoda, Masahiko
, p. 1833 - 1842 (2007/10/03)
Reactions of perfluoroalkyl iodides with styrene and its derivatives were investigated under radical conditions in the presence of oxygen. The photochemical reaction of styrene with CF3(CF2)5I in the presence of tributyltin hydride or tris(trimethylsilyl)silane under an oxygen atmosphere afforded the corresponding perfluoroalkylated alcohols in moderate yields together with CF3(CF2)5H. However, the photochemical reactions of styrene and its derivatives with CF3(CF2)nI (n = 3, 5) in the presence of hexabutylditin under oxygen produced the perfluoroalkylated alcohols in good yields. Furthermore, the reactions of styrenes with CF3(CF2)nI (n = 3, 5, 9) and Na2S2O4 in the presence of a base under air formed the same alcohols in good yields. The alcohols were found to provide a novel type of α-fluoroalkylated styrenes by acidic dehydration. Perfluoroalkylated α,β-unsaturated ketones were synthesized by oxygenative perfluoroalkylations of α-chlorostyrene and its derivatives using CF3(CF2)nI (n = 3, 5) under radical reaction conditions. The ketones were found to be good synthetic building blocks for perfluoroalkylated heterocycles, such as pyrazoles, dihydrodiazepines, pyrimidines, and isoxazoles.
Photochemical oxyfluoroalkylation of styrenes by the addition of perfluoroalkyl radicals in an atmosphere of oxygen
Yoshida, Masato,Ohkoshi, Masanori,Aoki, Nobuyuki,Ohnuma, Yuki,Iyoda, Masahiko
, p. 5731 - 5734 (2007/10/03)
The photochemical reaction of perfluoroalkyl iodide with α-methylstyrene and related compounds in the presence of hexabutylditin under oxygen atmosphere produces the fluoroalkylated alcohols in good yields. The reaction was photochemically initiated, and
