1742-99-0Relevant academic research and scientific papers
An improved, efficient route to 2,2-difluoroethenylbenzenes
Lu, Long,Burton, Donald J.
, p. 16 - 19 (2012)
Treatment of vinylidene fluoride with tert-BuLi at -115 °C gave a solution of [F2CCHLi]. Addition of Bu3SnCl to this lithium reagent at -110 °C gave an 88% isolated yield of F2CCHSnBu 3. Reaction of F2/sub
2,2-Difluorovinyl Pinacolborane – A New Versatile Reagent for the Suzuki–Miyaura Reaction
Blahun, Oleksandr P.,Redka, Mykhailo O.,Voitenko, Zoia V.,Kysil, Andrii I.,Dobrydnev, Alexey V.,Grygorenko, Oleksandr O.
, p. 6417 - 6421 (2019/11/05)
A novel fluorinated reagent for the synthesis of gem-difluorostyrenes and their heterocyclic analogues – 2,2-difluorovinyl pinacolborane (CF2=CHBPin) was developed. In particular, borylation of 1,1-difluoroethylene with isopropoxy pinacolborane
Metal-Free Access to (E/Z)-α-Fluorovinyl Phosphorus Compounds from gem-Difluorostyrenes
Peng, Yingyuan,Zhang, Xiaofei,Qi, Xueyu,He, Qian,Zhang, Bin,Hao, Jian,Yang, Chunhao
, p. 1170 - 1177 (2019/01/16)
A facile and efficient method for the synthesis of (E/Z)-α-fluorovinyl phosphorus compounds from gem-difluorostyrenes with diphenylphosphine oxide/dialkyl phosphate and DBU at room temperature was developed. A series of 1-fluorovinyl phosphine oxides/phosphonates were obtained with moderate to excellent yields in these reactions. Additionally, most isomers (E/Z type) of the target compounds could be easily separated and purified by column chromatography.
Model II fluorine asia [...] inner salt synthesis and its application
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Paragraph 0277-0279, (2018/01/11)
The present invention provides synthesis and application of difluoro methylene phosphorus inner salt, wherein the compound has a structure shown in Formula A: (R1R2R3)P+CF2CO2 -. The definitions of substituent groups are described in the specification. Th
Direct Difluoromethylenation of Carbonyl Compounds by Using TMSCF3: The Right Conditions
Krishnamoorthy, Sankarganesh,Kothandaraman, Jotheeswari,Saldana, Jacqueline,Prakash, G. K. Surya
supporting information, p. 4965 - 4969 (2016/10/26)
A deoxygenative difluoromethylenation of carbonyl compounds has been developed by using readily available, inexpensive trifluoromethyltrimethylsilane, LiI, and PPh3. The presence of the Li+ion prevents the unproductive exhaustion of trifluoromethyltrimethylsilane (TMSCF3) by keeping the soluble free fluoride concentration in the reaction medium under control. The strategy of combining solvents to increase the reactivity and thereby reduce the reaction temperature and time is disclosed.
A versatile difluorovinylation method: Cross-coupling reactions of the 2,2-difluorovinylzinc-TMEDA complex with alkenyl, alkynyl, allyl, and benzyl halides Dedicated to Professor Iwao Ojima on the occasion of his 70th birthday.
Ichitsuka, Tomohiro,Takanohashi, Tsuyoshi,Fujita, Takeshi,Ichikawa, Junji
, p. 29 - 37 (2015/03/04)
A thermally stable 2,2-difluorovinylzinc-TMEDA complex was prepared via a deprotonation-transmetallation sequence starting from commercially available 1,1-difluoroethylene. The complex thus formed was successfully applied to transition metal-catalyzed cross-coupling reactions with a wide range of organic halides, which led to the syntheses of 2,2-difluorovinyl compounds. On treatment with the difluorovinylzinc-TMEDA complex in the presence of an appropriate palladium or copper catalyst, alkenyl, alkynyl, allyl, and benzyl halides effectively underwent difluorovinylation to afford 1,1-difluoro-1,3-dienes, 1,1-difluoro-1,3-enynes, 1,1-difluoro-1,4-dienes, and (3,3-difluoroallyl)arenes, respectively.
Conversion between difluorocarbene and difluoromethylene ylide
Zheng, Jian,Lin, Jin-Hong,Cai, Ji,Xiao, Ji-Chang
supporting information, p. 15261 - 15266 (2013/11/06)
The interconversion between difluoromethylene ylide and difluorocarbene is described. The difluoromethylene ylide precursor, Ph3P +CF2CO2-, could be turned into an efficient difluorocarbene reagent, w
The use of methyl 2,2-difluoro-2-(fluorosulfonyl)acetate as the difluorocarbene source to generate an in situ source of difluoromethylene triphenylphosphonium ylide
Thomoson, Charles S.,Martinez, Henry,Dolbier Jr., William R.
, p. 53 - 59 (2013/06/26)
Under moderate conditions in the presence of a demethylating reagent, such as iodide, methyl 2,2,-difluoro-2-(fluorosulfonyl)acetate (MDFA) releases difluorocarbene, which in the presence of triphenylphosphine forms difluoromethylene triphenylphosphonium ylide. When the process is carried out also in the presence of aldehydes or activated ketones, the ensuing in situ Wittig-type reaction of the ylide with the carbonyl reactants produces 1,1-difluoroalkenes in good yield. Density Functional Theory calculations were used to provide new estimates of the energies and structures of singlet and triplet states of CH2:, CHF:, and CF2: carbenes, as well as those of their respective triphenylphosphonium ylides.
Facile synthesis of β,β-difluorostyrenes via the negishi coupling of thermally stable 2,2-difluorovinyl zincTMEDA complex
Fujita, Takeshi,Ichitsuka, Tomohiro,Fuchibe, Kohei,Ichikawa, Junji
scheme or table, p. 986 - 988 (2011/12/05)
2,2-Difluorovinylzinc chlorideTMEDA complex, readily prepared from 1,1-difluoroethylene, undergoes the palladiumcatalyzed coupling reaction with aryl halides to afford β,β- difluorostyrenes in high yield. This reaction not only proceeds smoothly with ster
Fluorinated phosphonium ylides: Versatile in situ Wittig intermediates in the synthesis of hydrofluorocarbons
Bhadury, Pinaki S.,Palit, Meehir,Sharma, Mamta,Raza, Syed K.,Jaiswal, Devendra K.
, p. 75 - 80 (2007/10/03)
A simple and convenient technique has been developed for the synthesis, characterisation and isolation of hydrofluoro/hydrohalofluorocarbons such as chlorodifluoromethane (CF2ClH), difluoromethane (CF2H2), bromodifluoromethane (CF2BrH) and dibromofluoromethane (CFBr2H) as possible chlorofluorocarbon (CFC) alternatives. The Wittig reaction of carbonyl compounds with in situ generated triphenylphosphonium ylides in DMF forms terminal fluoroolefins. However, in the absence of the carbonyl moiety these ylides undergo decomposition. The high reactivity of fluoromethylene triphenylphosphonium ylides in DMF in the absence of the carbonyl moiety has been exploited for the first time to design the synthesis of hydrofluorocarbons.
