113984-53-5Relevant academic research and scientific papers
Branch selective allylation of acetylacetone catalyzed by Water-soluble rhodium complex catalyst
Komine, Nobuyuki,Ishiguro, Kohtaro,Kanai, Sachiyo,Hirano, Masafumi,Komiya, Sanshiro
, p. 1927 - 1930 (2011)
[RhCl(1,5-cod)]2/PTA is highly active branch-selective catalyst for C-allylation of acetylacetone by allylic carbonates in water/ethyl acetate biphasic system, where either crotyl or 1-methylallyl carbonates gives sterically congested branched allylation product, suggesting formation of a common allylrhodium intermediate.
Rhodium/Lewis Acid Catalyzed Regioselective Addition of 1,3-Dicarbonyl Compounds to Internal Alkynes
Zheng, Wei-Feng,Xu, Qiu-Jing,Kang, Qiang
, p. 2323 - 2330 (2017)
Herein we describe an efficient protocol for the regioselective addition of 1,3-dicarbonyl compounds to internal alkynes catalyzed by rhodium/Lewis acid catalysts. The corresponding branched/linear allylic alkylation products could be selectively obtained in good yields. Rh-H species were considered to be generated by direct C-H oxidative addition of 1,3-dicarbonyl compounds with rhodium catalyst with the assistance of Lewis acid. Moreover, a retro-allylic alkylation process was observed in this transformation.
Iridium/ N-Heterocyclic Carbene Complex-Catalyzed Intermolecular Allylic Alkylation Reaction
Bao, Can-Can,Zheng, Dong-Song,Zhang, Xiao,You, Shu-Li
, p. 4763 - 4772 (2019/01/04)
N-Heterocyclic carbenes (NHCs) were found to be suitable ligands in Ir-catalyzed intermolecular allylic alkylation reaction. In the presence of a catalyst derived from [Ir(dncot)Cl]2 (dncot = dinaphthocyclooctatetraene) and triazolium salt L7,
New 1,2,4,5-tetrakis-(N-imidazoliniummethyl)benzene and 1,2,4,5-tetrakis-(N-benzimidazoliummethyl)benzene salts as N-heterocyclic tetracarbene precursors: synthesis and involvement in ruthenium-catalyzed allylation reactions
Gürbüz, Nevin,Demir, Serpil,?zdemir, Ismail,Cetinkaya, Bekir,Bruneau, Christian
experimental part, p. 1346 - 1351 (2010/04/02)
New tetraimidazolinium and tetrabenzimidazolium salts have been prepared. Upon reaction with tBuOK, they generate carbene ligands, which were associated in situ to [RuCp*(MeCN)3]PF6 to produce new ruthenium catalysts that
Efficient metal-catalyzed direct benzylation and allylic alkylation of 2,4-pentanediones
Rueping, Magnus,Nachtsheim, Boris J.,Kuenkel, Alexander
, p. 825 - 828 (2007/10/03)
(Chemical Equation Presented) A highly effective metal-catalyzed benzylation and allylic alkylation of 2,4-pentanediones has been developed. This new bismuth-catalyzed direct carbon-carbon bond forming reaction provides the corresponding monoalkylated dicarbonyl compounds in high yields after short reaction times using the lowest amounts of catalyst (1 mol %) and the free alcohol. In addition, a new route to substituted indenes is presented.
Regioselective allylic alkylation and etherification catalyzed by in situ generated N-heterocyclic carbene ruthenium complexes
Gürbüz, Nevin,?zdemir, Ismail,?etinkaya, Bekir,Renaud, Jean-Luc,Demerseman, Bernard,Bruneau, Christian
, p. 535 - 538 (2007/10/03)
Benzimidazolium halides are used for the first time as ligand precursors in ruthenium-catalyzed substitution of allylic carbonates and chlorides by carbon nucleophiles and phenols, respectively. After generation of diaminocarbene species upon deprotonatio
Direct carbon-carbon bond formation from alcohols and active methylenes, alkoxyketones, or indoles catalyzed by indium trichloride
Yasuda, Makoto,Somyo, Toshio,Baba, Akio
, p. 793 - 796 (2007/10/03)
(Chemical Equation Presented) The unsalted variety: The direct coupling reaction of alcohols with active methylenes, alkoxyketones, or indoles catalyzed by InCl3 proceeds without the formation of metal salts (see scheme). As H2O is the only by-product of this system, the alkylated products are easily isolated in pure form, and the reaction is suitable for large-scale synthesis.
Ruthenium-bisimine: A new catalytic precursor for regioselective allylic alkylation
Renaud, Jean-Luc,Bruneau, Christian,Demerseman, Bernard
, p. 408 - 410 (2007/10/03)
New complexes [Cp*Ru(bisimine)Cl] are active catalysts for the regioselective alkylation of allylic carbonates by soft carbonucleophiles, in favour of the branched isomers. The catalysts can be conveniently prepared in situ from [Cp*Ru(cod)Cl] and a bulky aromatic bisimine.
Copper(I) promoted C-C bond forming reactions: direct activation of allyl alcohols
Baruah, Jubaraj B.,Samuelson, Ashoka G.
, p. C57 - C60 (2007/10/02)
Allylic alcohols, acetates, carbonates and chlorides can be activated by copper(I) salts towards nucleophilic substitution by carbon nucleophiles under relatively mild conditions.
