144635-02-9Relevant academic research and scientific papers
Use of an organometallic reagent in water: Sc(OTf)3-catalyzed allylation reactions of aldehydes in micellar systems
Kobayashi, Shu,Wakabayashi, Takeshi,Oyamada, Hidekazu
, p. 831 - 832 (1997)
The Sc(OTf)3-catalyzed allylation reactions of aldehydes with tetraallyltin proceeded smoothly in micellar systems to afford the corresponding homoallylic alcohols in high yields. The reactions were successfully carried out in the presence of a
InCl3-Promoted Allylation of Aldehydes in Ionic Liquid: Scope and Enantioselectivity Studies
Lu, Jun,Ji, Shun-Jun,Qian, Rong,Chen, Jian-Ping,Liu, Yu,Loh, Teck-Peng
, p. 534 - 536 (2004)
Indium trichloride was successfully applied to allylation reaction of aldehydes using allytributyltin in ionic liquids. This accelerated catalytic system afforded the allylated products of various aldehydes in moderate to high yields. Preliminary studies
Lewis acid catalysis in aqueous media: Copper(II)-catalyzed aldol and allylation reactions in a water-ethanol-toluene solution
Kobayashi, Shu,Nagayama, Satoshi,Busujima, Tsuyoshi
, p. 959 - 960 (1997)
Cu(OTf)2 was found to be a stable Lewis acid in aqueous media and to activate carbonyl compounds effectively. Aldol reactions of silyl enol ethers with aldehydes and allylation reactions of tetraallyltin with carbonyl compounds proceeded smooth
Nitrogen-Doped Carbon-Incarcerated Zinc Electrodes as Heterogeneous Catalysts for Electrochemical Allylation of Carbonyl Compounds
Masuda, Ryusuke,Yasukawa, Tomohiro,Yamashita, Yasuhiro,Kobayashi, Shū
, p. 3453 - 3460 (2022/02/23)
Electrochemical allylation reactions of carbonyl compounds using cathodes prepared from nitrogen-doped carbon (NDC)-incarcerated zinc catalysts have been developed. A range of aldehydes and ketones afforded the desired allylic alcohols in high yields with 10 mol % zinc leaching, and the heterogeneous nature of the active species was suggested. Compared with bulk zinc electrodes, NDC-stabilized zinc nanoparticle species were compatible with a broader range of heteroaromatic substrates and enabled the use of an undivided cell.
Copper-Impregnated Magnesium-Lanthanum Mixed Oxide: A Reusable Heterogeneous Catalyst for Allylation of Aldehydes and Ketones
Laha, Soumi,Likhar, Pravin R.,Pogula, Jaya,Sreedhar, B.
supporting information, (2020/02/11)
Copper-impregnated magnesium-lanthanum mixed oxide [Cu(II)/Mg?La] was used as catalyst in synthesis of homoallylic alcohols from aldehydes and ketones using allyltributylstannane as the allylating source. The present protocol provides a great application
Palladacycles having normal and spiro chelate rings designed from bi- and tridentate ligands with an indole core: Structure, synthesis and applications as catalysts
Singh, Mahabir P.,Saleem, Fariha,Pal, Ram S.,Singh, Ajai K.
, p. 11342 - 11352 (2017/10/05)
1-Pyridin-2-ylmethyl-1H-indole-3-carbaldehyde and 1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-1H-indole-3-carbaldehyde were synthesized. Their condensation with benzyl amine resulted in indole core containing Schiff bases benzyl-(1-pyridin-2-ylmethyl-1H-in
Palladacycles of unsymmetrical (N,C-,E) (E = S/Se) pincers based on indole: Their synthesis, structure and application in the catalysis of Heck coupling and allylation of aldehydes
Singh, Mahabir P.,Saleem, Fariha,Rao, Gyandshwar K.,Kumar,Joshi, Hemant,Singh, Ajai K.
, p. 6718 - 6725 (2016/05/09)
Unsymmetrical (N,C,E)-type pincer ligand precursors [L1 and L2: E = S/Se] with an indole core were synthesized for the first time by the condensation of 1-(2-phenylsulfanyl/selenylethyl)-1H-indole-3-carbaldehyde with benzyl amine. The synthetic protocols
Chemoselective palladium-catalyzed deprotonative arylation/[1,2]-Wittig rearrangement of pyridylmethyl ethers
Gao, Feng,Kim, Byeong-Seon,Walsh, Patrick J.
, p. 976 - 983 (2016/02/05)
Control of chemoselectivity is one of the most challenging problems facing chemists and is particularly important in the synthesis of bioactive compounds and medications. Herein, the first highly chemoselective tandem C(sp3)-H arylation/[1,2]-Wittig rearrangement of pyridylmethyl ethers is presented. The efficient and operationally simple protocols enable generation of either arylation products or tandem arylation/[1,2]-Wittig rearrangement products with remarkable selectivity and good to excellent yields (60-99%). Choice of base, solvent, and reaction temperature play a pivotal role in tuning the reactivity of intermediates and controlling the relative rates of competing processes. The novel arylation step is catalyzed by a Pd(OAc)2/NIXANTPHOS-based system via a deprotonative cross-coupling process. The method provides rapid access to skeletally diverse aryl(pyridyl)methanol core structures, which are central components of several medications.
Stereoselective synthesis of optically active cyclopenta[c]pyridines and tetrahydropyridines
Sezer, Serdar,Guemruekcue, Yasemin,Bakirci, Irem,Yagiz Uenver,Tanyeli, Cihangir
scheme or table, p. 662 - 669 (2012/09/22)
The intramolecular Pauson-Khand and ring closing metathesis (RCM) reactions of nitrogen containing chiral enynes and dienes are described. The enyne and diene systems comprised of N-propargylated and N-allylated units are constructed on chiral homoallylic
Synthesis of 6-substituted salicylates via biomimetic aromatization utilizing the cross metathesis of a vinyl dioxinone with homoallylic alcohols
Blencowe, Peter S.,Barrett, Anthony G.M.
, p. 975 - 984 (2013/02/22)
We herein report biomimetic syntheses of 6-substituted salicylates from the cross metathesis of 2,2-dimethyl-6-vinyl-1,3-dioxin-4-one with homoallylic alcohols, oxidation, and aromatization of the intermediate enone-dioxinones. Of particular note is the u
