1733-63-7Relevant academic research and scientific papers
The regioisomeric triphenylaminoethanols - Comparison of their efficiency in enantioselective catalysis
Braun, Manfred,Fleischer, Ralf,Mai, Brigitte,Schneider, Marc-Andre,Lachenicht, Stefan
, p. 474 - 482 (2004)
Both enantiomers of the novel amino alcohol (R)- and (S)-2 are prepared from the corresponding enantiomer of the mandelic acid-derived ethanediol 3. The regioisomeric amino alcohols 1 and 2 are converted into the imines 7 and 8, respectively. Titanium com
Reactions on Aromatic Olefins Induced by Aminium Salts: Protic-Acid or Radical Cation Catalyzed Processes
Ciminale, Francesco,Lopez, Luigi,Mele, Giuseppe
, p. 12685 - 12696 (1994)
Aromatic olefins by reaction with aminium salts lead, in strongly acidic reaction media, to different reaction products, arising from the intermediate formation of carbocation or radical-cation species.
Solid-solid catalysis by ultrafine crystallites of heteropoly compound for pinacol rearrangement
Toyoshi, Yasuo,Nakato, Teruyuki,Tamura, Rui,Takahashi, Hiroki,Tsue, Hirohito,Hirao, Ken-ichi,Okuhara, Toshio
, p. 135 - 136 (1998)
Cs2.5H0.5PW12O40 consisting of ultrafine crystallites efficiently catalyzes pinacol rearrangement of 1,1,2-triphenyl-1,2-ethanediol at room temperature in solid-solid reaction system, giving the corresponding al
Palladium-catalyzed multiple arylation of phenyl ketones with aryl bromides
Satoh, Tetsuya,Kametani, Yoko,Terao, Yoshito,Miura, Masahiro,Nomura, Masakatsu
, p. 5345 - 5348 (1999)
Benzyl phenyl ketones undergo triarylation upon treatment with excess aryl bromides in the presence of a catalytic amount of Pd(PPh3)4 and Cs2CO3 as base in o-xylene on the α- and two ortho-positions of the carb
Aminium hexachloroantimonate salts as latent sources of antimony pentachloride in pinacolic rearrangement of vicinal diols
Ciminale, Francesco,Lopez, Luigi,Nacci, Angelo,D'Accolti, Lucia,Vitale, Floriana
, p. 1597 - 1603 (2005)
Rearrangements of various vicinal diols (1a-f) induced by hexachloroantimonate aminium salts A or B were found to occur in a similar manner when antimony pentachloride was used instead of aminium salts. Antimony pentachloride is proposed as the active catalytic species, possibly deriving from the oxidation of the hexachloroantimonate anion Sbcl6 - by the aminium counterpart. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
The acid dissociation constant of triphenylethenethiol, a simple thioenol, and that of its oxygen-enol analog
Chiang, Yvonne,Kresge, A. Jerry,Schepp, Norman P.,Popik, Vladimir V.,Rappoport, Zvi,Selzer, Tzvia
, p. 657 - 661 (1998)
The acidity constant, pQ(a)(E) = 8.49, for the stable thioenol, triphenylethenethiol, was determined by spectrophotometric titration, and that, pQ(a)(E) = 11.37, for its unstable oxygen analog, triphenylethenol, was determined by analysis of its ketonizat
Palladium-catalyzed arylation of ketone enolates: an expeditious entry to tamoxifen-related 1,2,2-triarylethanones.
Churruca, Fatima,SanMartin, Raul,Tellitu, Imanol,Dominguez, Esther
, p. 1591 - 1594 (2002)
[reaction: see text]. After a rigorous study on the effect of several catalytic systems, a simple, high yielding procedure for the preparation of 1,2,2-triarylethanones, skeletal analogues of tamoxifen, is presented. Apart from the economic and environmen
Chemoselectivity of Pinacol Rearrangement Originate by Different Hexafluoroantimonate Oxidant
Chen, Xiaoyu,Wu, Chunlei,Li, Jia,Li, Yue
, p. 22 - 26 (2019)
Using 1,1,2-triphenylethane-1,2-diol, AgSbF6, and NOSbF6, two different carbonyl products of rearrangement were synthesized: neutral ketone compound 1,2,2-triphenylethanone (1) from NOSbF6 and coordination complex of Ag io
Benzylic Aroylation of Toluenes Mediated by a LiN(SiMe3)2/Cs+System
Gu, Yuanyun,Zhang, Zhen,Wang, Yan-En,Dai, Ziteng,Yuan, Yaqi,Xiong, Dan,Li, Jie,Walsh, Patrick J.,Mao, Jianyou
supporting information, p. 406 - 418 (2022/01/14)
Chemoselective deprotonative functionalization of benzylic C-H bonds is challenging, because the arene ring contains multiple aromatic C(sp2)-H bonds, which can be competitively deprotonated and lead to selectivity issues. Recently it was found that bimetallic [MN(SiMe3)2 M = Li, Na]/Cs+ combinations exhibit excellent benzylic selectivity. Herein, is reported the first deprotonative addition of toluenes to Weinreb amides mediated by LiN(SiMe3)2/CsF for the synthesis of a diverse array of 2-arylacetophenones. Surprisingly, simple methyl benzoates also react with toluenes under similar conditions to form 2-arylacetophenones without double addition to give tertiary alcohol products. This finding greatly increases the practicality and impact of this chemistry. Some challenging substrates with respect to benzylic deprotonations, such as fluoro and methoxy substituted toluenes, are selectively transformed to 2-aryl acetophenones. The value of benzylic deprotonation of 3-fluorotoluene is demonstrated by the synthesis of a key intermediate in the preparation of Polmacoxib.
Palladium-catalyzed denitrative α-arylation of ketones with nitroarenes
Li, Zhirong,Peng, Yonggang,Wu, Tao
supporting information, (2021/02/16)
The palladium-catalyzed α-arylation of ketones with readily available nitroarenes and nitroheteroarenes provides access to useful α-aryl and α-heteroaryl ketones. The use of the Pd/ BrettPhos catalysts was critical to achieve high efficiency for these transformations, whereas other catalysts led to decreased yields or no conversions. The intramolecular type substrate was also applied in this methodology and gave a chromone derivative. Polyaromatic carbonyl compounds can be easily obtained by multicomponent tandem reactions, via nucleophilic aromatic substitution (SNAr) or cross-coupling reaction followed by this denitrative arylation. Kinetic experiments show that the electronic effect of nitrobenzenes has a greater effect on the reaction rate than the electronic effect of ketones.
