344905-79-9Relevant academic research and scientific papers
Conversion between difluorocarbene and difluoromethylene ylide
Zheng, Jian,Lin, Jin-Hong,Cai, Ji,Xiao, Ji-Chang
, p. 15261 - 15266 (2013)
The interconversion between difluoromethylene ylide and difluorocarbene is described. The difluoromethylene ylide precursor, Ph3P +CF2CO2-, could be turned into an efficient difluorocarbene reagent, w
Palladium-Catalyzed Fluoroarylation of gem-Difluoroalkenes
Tang, Hai-Jun,Lin, Ling-Zhi,Feng, Chao,Loh, Teck-Peng
supporting information, p. 9872 - 9876 (2017/08/08)
A Pd-catalyzed fluoroarylation of gem-difluoroalkenes with aryl halides is reported. By taking advantage of the in situ generated α-CF3-benzylsilver intermediates derived from the nucleophilic addition of silver fluoride to gem-difluoroalkenes, this strategy bypasses the use of a strong base, thus enabling a mild and general synthetic method for ready access to non-symmetric α,α-disubstituted trifluoroethane derivatives.
Synthesis of 2,2-Difluorinated 4-Isoflavanols/4-Thioisoflavanols via a Base-Catalyzed [4 + 2] Annulation Reaction of gem-Difluoroolefins
Li, Jiaheng,Xu, Cong,Wei, Na,Wang, Mang
, p. 11348 - 11357 (2017/11/10)
DBU-catalyzed sequential intermolecular and intramolecular nucleophilic addition reactions between gem-difluoroolefins and o-hydroxy/mercapto benzaldehydes have been developed to provide a [4 + 2] annulation strategy for facile synthesis of gem-difluorinated isoflavanol derivatives. The competitive addition-elimination reaction of gem-difluoroolefins with nucleophiles was avoided under mild conditions, affording 2,2-difluorinated 4-isoflavanols or 2,2-difluoriated 4-thioisoflavanols in good to excellent yields.
A three-component synthesis of aryl(heteroaryl)acylamides
Loska, Rafa?,Bukowska, Patrycja
supporting information, p. 9872 - 9882 (2015/10/05)
A three-component reaction of azole or azine N-oxides, 1,1-difluorostyrenes and amines gives amides of α-aryl-α-heteroarylacetic or propionic acids. The key step is 1,3-dipolar cycloaddition between N-oxide and difluorostyrene leading to the acyl fluoride intermediate, which has been identified and characterized by NMR spectroscopy. The whole process is an example of selective functionalization of C-H bonds in both 5- and 6-membered heterocyclic systems.
Synthesis of alkyl aryl(heteroaryl)acetates from N-oxides, 1,1-difluorostyrenes, and alcohols
Loska, Rafal,Szachowicz, Katarzyna,Szydlik, Dorota
supporting information, p. 5706 - 5709 (2013/12/04)
Derivatives of aryl(heteroaryl)acetic acids or aryl(heteroaryl)methanes are formed from imidazole or thiazole N-oxide, 1,1-difluorostyrene, and an alcohol, amine, or water in a three-component reaction, which probably occurs via 1,3-dipolar cycloaddition.
Synthesis and decarboxylative Wittig reaction of difluoromethylene phosphobetaine
Zheng, Jian,Cai, Ji,Lin, Jin-Hong,Guo, Yong,Xiao, Ji-Chang
supporting information, p. 7513 - 7515 (2013/08/23)
A key intermediate, difluoromethylene phosphobetaine, in the Wittig reaction of ClCF2CO2Na-Ph3P with aldehydes was synthesized and characterized, which confirmed the reaction mechanism. The decarboxylation of this stable intermediate was a convenient approach for Wittig difluroolefination. Its reactivity could be adjusted by the modification of the substituent on the phosphorus.
