13087-56-4Relevant academic research and scientific papers
Indium(III) chloride/chlorotrimethylsilane as a highly active Lewis acid catalyst system for the Sakurai-Hosomi reaction
Onishi, Yoshiyuki,Ito, Takeshi,Yasuda, Makoto,Baba, Akio
, p. 1578 - 1581 (2002)
The indium(III) chloride/chlorotrimethylsilane system acts as a catalyst for the Sakurai-Hosomi reaction between allylsilanes and aldehydes. When γ-substituted allylsilanes such as crotylsilane and prenylsilane are used a high regioselectivity for γ-addit
Benzylic intermolecular carbon-carbon bond formation by selective anodic oxidation of dithioacetals.
Chiba,Uchiyama,Kim,Kitano,Tada
, p. 1245 - 1248 (2001)
[reaction: see text]. Novel anodic intermolecular carbon-carbon bond formation has been accomplished by the oxidative carbon-sulfur bond fission of benzylic dithioacetals to give a wide variety of aromatic compounds. The substitution reaction successfully
Ytterbium trichloride-catalyzed allylation of aldehydes with allyltrimethylsilane
Fang, Xinggao,Watkin, John G.,Warner, Benjamin P.
, p. 447 - 449 (2000)
Ytterbium chloride (YbCl3) is found to be an effective catalyst for the allylation of both aromatic and aliphatic aldehydes using allyltrimethylsilane.
Arylboronic Acid Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols
Estopi?á-Durán, Susana,McLean, Euan B.,Donnelly, Liam J.,Hockin, Bryony M.,Taylor, James E.
supporting information, p. 7547 - 7551 (2020/10/09)
The arylboronic acid catalyzed dehydrative C-alkylation of 1,3-diketones and 1,3-ketoesters using secondary benzylic alcohols as the electrophile is reported, forming new C-C bonds (19 examples, up to 98% yield) with the release of water as the only byproduct. The process is also applicable to the allylation of benzylic alcohols using allyltrimethylsilane as the nucleophile (12 examples, up to 96% yield).
Cationic Cobalt Porphyrin-Catalyzed Allylation of Aldehydes with Allyltrimethylsilanes
Tomifuji, Rei,Masuda, Shota,Kurahashi, Takuya,Matsubara, Seijiro
supporting information, p. 3834 - 3837 (2019/05/24)
Cationic cobalt porphyrin-catalyzed allylation of aldehydes with allyltrimethylsilanes is developed. The formation of the aldehyde-cobalt porphyrin complex, the key intermediate for the addition of allylsilanes, is confirmed by theoretical studies and syn
Scandium as a pre-catalyst for the deoxygenative allylation of benzylic alcohols
?oli?, Ivan,Seankongsuk, Pattarakiat,Loh, Joanna Kejun,Vilaivan, Tirayut,Bates, Roderick W.
supporting information, p. 119 - 123 (2017/12/27)
Scandium triflate is an effective pre-catalyst for the deoxygenative allylation of benzylic alcohols with a narrow substrate window. The reaction is shown to proceed through a "hidden Br?nsted acid" mechanism. The reaction is efficient provided that the aryl group is neither too electron rich nor too electron poor. It is shown that this allows useful selectivity. The reaction also works for benzyhydryl alcohols with broader scope. The reaction may also be catalysed by Nafion.
Catalytic Performance of Al-MCM-41 Catalyst for the Allylation of Aromatic Aldehydes with Allyltrimethylsilane: Comparison with TiCl4 as Lewis acid
Brahmi, Lamia,Ali-Dahmane, Tewfik,Hamacha, Rachida,Hacini, Salih
, p. 31 - 40 (2016/07/06)
Mesoporous Al-MCM-41 molecular sieve with Si/Al ratio equal to 12.5 was synthesized under hydrothermal condition using cetyltrimithylammonium bromide (CTAB) as surfactant. This solid was characterized using several techniques e.g. powder X-ray diffraction (XRD), N2 adsorption-desorption, FT-IR, TG/DTG and pyridine adsorption-desorption followed by IR spectroscopy. The catalytic performance of Al-MCM-41 catalyst as Lewis acid was used without treatment and was compared with TiCl4 in the allylation of aromatic aldehydes with allyltrimethylsilane. The results showed that in presence of Al-MCM-41, homoallyl silyl ether is obtained regardless of the nature of aromatic aldehydes at a temperature of 35?°C. When TiCl4 was used, the reactions require temperature of ?85?°C and all the products obtained were due to the diallylation. To explain this different allylation in the presence of the Al-MCM-41 or TiCl4, two plausible reaction mechanisms are proposed. The Al-MCM-41 was used in four consecutive experiments without important loss of activity, confirming it stability. Finally, a new method for preparing single allylation in the short timeframe and mild conditions are presented.
Trifluoromethanesulfonic acid catalyzed Friedel-Crafts alkylations of 1,2,4-trimethoxybenzene with aldehydes or benzylic alcohols
Wilsdorf, Michael,Leichnitz, Daniel,Reissig, Hans-Ulrich
supporting information, p. 2494 - 2497 (2013/07/05)
Trifluoromethanesulfonic acid in acetonitrile was found to efficiently catalyze Friedel-Crafts alkylations of 1,2,4-trimethoxybenzene with a variety of simple or functionalized aldehydes to provide di- or triarylmethanes in high yields. The operationally
Design, synthesis and structure-activity relationship of novel [3.3.1] bicyclic sulfonamide-pyrazoles as potent γ-secretase inhibitors
Aubele, Danielle L.,Truong, Anh P.,Dressen, Darren B.,Probst, Gary D.,Bowers, Simeon,Mattson, Matthew N.,Semko, Chris M.,Sun, Minghua,Garofalo, Albert W.,Konradi, Andrei W.,Sham, Hing L.,Zmolek, Wes,Wong, Karina,Goldbach, Erich,Quinn, Kevin P.,Sauer, John-Michael,Brigham, Elizabeth F.,Wallace, William,Nguyen, Lan,Bova, Michael P.,Hemphill, Susanna S.,Basi, Guriqbal
scheme or table, p. 5791 - 5794 (2011/10/19)
The structure-activity relationship (SAR) of a novel, potent and metabolically stable series of sulfonamide-pyrazoles that attenuate β-amyloid peptide synthesis via γ-secretase inhibition is detailed herein. Sulfonamide-pyrazoles that are efficacious in reducing the cortical Aβx-40 levels in FVB mice via a single PO dose, as well as sulfonamide-pyrazoles that exhibit selectivity for inhibition of APP versus Notch processing by γ-secretase, are highlighted.
Silicomolybdic acid supported on silica gel: An efficient catalyst for Hosomi-Sakurai reactions
Murugan, Kaliyappan,Srimurugan, Sankareswaran,Chen, Chinpiao
experimental part, p. 5621 - 5629 (2011/08/09)
Silicomolybdic acid that is supported on silica gel (50 wt %) efficiently catalyzes the high-yielding Hosomi-Sakurai allylation of carbonyl compounds by allyltrimethylsilane in the presence of benzyl alcohol. The reaction rates of inactive substrates and the yields were greatly increased when preformed acetals were used as substrates.
