102714-45-4Relevant academic research and scientific papers
Phosphine-Catalyzed Intermolecular Acylfluorination of Alkynes via a P(V) Intermediate
Fujimoto, Hayato,Kodama, Takuya,Tobisu, Mamoru,Yamanaka, Masahiro
, p. 17323 - 17328 (2020)
We report the phosphine-catalyzed intermolecular carbofluorination of alkynes using acyl fluorides as fluorinating reagents. This reaction promises to be a useful method for the synthesis of highly substituted monofluoroalkene derivatives since acyl fluor
Stereoselective construction of fluorinated indanone derivatives via a triple cascade Lewis acid-catalyzed reaction
Cui, Han-Feng,Dong, Ke-Yan,Zhang, Guang-Wu,Wang, Lian,Ma, Jun-An
, p. 2284 - 2286 (2007/12/26)
A one-pot three-component cascade reaction proceeds by way of a Lewis acid-catalyzed Knoevenagel condensation/Nazarov cyclization/electrophilic fluorination sequence to afford fluorinated 1-indanone derivatives in moderate to good yields with high diaster
Three-step α-acylation of (E)-cinnamate esters with inversion of stereochemistry through formation and cleavage of carbon- pentamethylcyclopentadienyl bonds
Uemura, Minoru,Yorimitsu, Hideki,Oshima, Koichiro
, p. 408 - 409 (2007/10/03)
The reaction of cinnamate esters with lithium pentamethylcyclopentadienide in the presence of chlorodiethylaluminum provides the corresponding 1,4-adducts in high yield. The adducts undergo α-acylation reaction upon treatment with lithium diisopropylamide
Stereochemical Behavior of Intermediary Compounds in the Amine-Catalyzed Knoevenagel Reaction
Tanikaga, Rikuhei,Konya, Naoto,Hamamura, Kazumasa,Kaji, Aritsune
, p. 3211 - 3216 (2007/10/02)
Treatment of the active methylene compounds and aldehydes with a catalytic amount of a secondary amine produces thermodynamically stable alkenes, and the intermediary amino compounds are isolated.The reaction involves many reversible steps, and the stereochemistry of products is determined in the elimination step from the intermediary compounds via stable planar carbanions, in which the small difference in the steric requirements of two electron-withdrawing groups is effective.Steric and electronic effects in the intermediates sometimes bring about the carbon-carbon bond fission with recovery of active methylene compounds, and these effects prevent the Knoevenagel reaction from occuring.
STEREOCHEMISTRY OF AMINE-CATALYZED KNOEVENAGEL REACTIONS
Tanikaga, Rikuhei,Konya, Naoto,Kaji, Aritsune
, p. 1583 - 1586 (2007/10/02)
The amine-catalyzed Knoevenagel reactions of aldehydes and active methylene compounds containing two activating groups were found to involve many reversible steps, and the diastereomeric intermediary condensation compounds yielded thermodynamically stable products via carbanionic intermediates stablized and sterically affected by two activating groups.
