27819-80-3Relevant academic research and scientific papers
Deoxygenative gem-difluoroolefination of carbonyl compounds with (chlorodifluoromethyl)trimethylsilane and triphenylphosphine
Wang, Fei,Li, Lingchun,Ni, Chuanfa,Hu, Jinbo
supporting information, p. 344 - 351 (2014/03/21)
Background: 1,1-Difluoroalkenes cannot only be used as valuable precursors for organic synthesis, but also act as bioisosteres for enzyme inhibitors. Among various methods for their preparation, the carbonyl olefination with difluoromethylene phosphonium ylide represents one of the most straightforward methods. Results: The combination of (chlorodifluoromethyl)trimethylsilane (TMSCF2Cl) and triphenylphosphine (PPh3) can be used for the synthesis of gem-difluoroolefins from carbonyl compounds. Comparative experiments demonstrate that TMSCF2Cl is superior to (bromodifluoromethyl)trimethylsilane (TMSCF2Br) and (trifluoromethyl)trimethylsilane (TMSCF3) in this reaction. Conclusion: Similar to many other Wittig-type gem-difluoroolefination reactions in the presence of PPh3, the reaction of TMSCF2Cl with aldehydes and activated ketones is effective.
PREPARATION AND SYNTHETIC UTILITY OF FLUORINATED PHOSPHONIUM SALTS, BISPHOSPHONIUM SALTS AND PHOSPHORANIUM SALTS
Burton, Donald J.
, p. 339 - 358 (2007/10/02)
The reaction of tertiary phosphines with fluorohalomethanes provides a rapid and high yield synthesis of various types of fluorinated phosphonium salts, bis-phosphonium salts and phosphoranium salts.These salts are useful precursors to fluorine-containing
Metal Dehalogenation Route To Reactive Fluoroolefins
Burton, D. J.,Kesling, H. S.,Naae, D. G.
, p. 293 - 298 (2007/10/02)
Metal dehalogenation of bromodifluoromethyltriphenylphosphonium bromide with Cd, Zn, or Hg provides a practical route to fluoroolefins that contain an allylic halogen or a pentafluorophenyl group.No SN2' or ring substituted products are observed.
