85217-77-2Relevant academic research and scientific papers
Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound
Chandra Sau, Mohan,Mandal, Smita,Bhattacharjee, Manish
, p. 9235 - 9245 (2021/03/16)
Monoallylation and monoalkylation of diketones and β-keto esters with allylic and benzylic alcohols catalysed by [Cp*Co(CH3CN)3][SbF6]2(I) are reported. The method does not require any additive and affords regioselective products. The mechanistic investigations were done byin situ1H NMR spectroscopy as well as control experiments. It has been shown that reactions proceedviaη3-allyl complex formation or ally ether intermediate. The alkylation takes placeviaonly ether intermediate. The resulting allylated and alkylated products have been used for the synthesis of eleven new trisubstituted pyrazoles and one pyrazolone.
Rhodium/Lewis Acid Catalyzed Regioselective Addition of 1,3-Dicarbonyl Compounds to Internal Alkynes
Zheng, Wei-Feng,Xu, Qiu-Jing,Kang, Qiang
supporting information, p. 2323 - 2330 (2017/06/30)
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.
Construction of All-Carbon Quaternary Centers through Cu-Catalyzed Sequential Carbene Migratory Insertion and Nucleophilic Substitution/Michael Addition
Wang, Chengpeng,Ye, Fei,Wu, Chenggui,Zhang, Yan,Wang, Jianbo
, p. 8748 - 8757 (2015/09/15)
A Cu-catalyzed three-component cross-coupling reaction of terminal alkyne, α-diazo ester, and alkyl halide has been developed. This transformation involves sequent migratory insertion of copper-carbene and nucleophilic substitution, in which a C(sp)-C(sp3) bond and a C(sp3)-C(sp3) bond are formed successively on a carbenic center. Michael addition acceptors can also be employed instead of alkyl halides that enable Michael addition to be an alternative way to build C(sp3)-C(sp3) bond. This transformation represents a highly efficient method for the construction of all-carbon quaternary centers.
Enantioselective synthesis of 2-arylbicyclo[1.1.0]butane carboxylates
Qin, Changming,Davies, Huw M. L.
supporting information, p. 310 - 313 (2013/03/13)
The rhodium-catalyzed reaction of 2-diazo-5-arylpent-4-enoates can be controlled by the appropriate choice of catalyst and catalyst loading to form either 2-arylbicyclo[1.1.0]butane carboxylates or cyclohexene derivatives. Both products are produced in a
Straightforward synthesis of allylated keto esters: The palladium-catalysed haloketone alkoxycarbonylation/allylation domino reaction
Wahl, Benoit,Giboulot, Steven,Mortreux, Andre,Castanet, Yves,Sauthier, Mathieu,Liron, Frederic,Poli, Giovanni
scheme or table, p. 1077 - 1083 (2012/05/20)
The palladium-catalysed α-chloro ketone methoxycarbonylation and allylic alkylation reactions can be efficiently combined to provide a new catalytic domino reaction. The first, carbonylative, step generates the β-keto ester, which acts as the nucleophile in a subsequent allylation step. The use of allyl phenates in combination with Xantphos ligand are the key features allowing one to obtain the allylated β-keto esters in good yields Copyright
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.
Substituted imidazotriazinones
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, (2008/06/13)
The present invention relates to new substituted imidazotriazinones, processes for their preparation, and their use for the production of medicaments, in particular for improving perception, concentration power, learning power and/or memory power.
Regiocontrol in palladium-catalysed allylic alkylation by addition of lithium iodide
Kawatsura, Motoi,Uozumi, Yasuhiro,Hayashi, Tamio
, p. 217 - 218 (2007/10/03)
Regioselectivity in the palladium-catalysed allylic alkylation of 1-arylprop-2-enyl acetates [ArCH(OAc)CH=CH2] or (E)-3-phenylprop-2-enyI acetate (PhCH=CHCH2OAc) with sodium enolates of soft carbon nucleophiles is controlled by addition of a catalytic amount of lithium iodide to give lienar products [(E)-ArCH=CHCH2Nu] exclusively; their branch isomers [ArCH(Nu)CH=CH2] were not detected.
Manganese(III)-based oxidative freeradical reaction of α-allyl-β-keto ester with molecular oxygen
Ohshima, Takashi,Sodeoka, Mikiko,Shibasaki, Masakatsu
, p. 8509 - 8512 (2007/10/02)
Oxidative reactions of α-allyl-β-keto esters 5 with Mn(OAc)3·2H2O give the δ-hydroxy-β-,γ-unsaturated-α-keto esters 6 in good yields. The mechanism of this reaction is discussed.
