53448-97-8Relevant academic research and scientific papers
Enantioselective β-C(sp3)-H arylation of amides: Via synergistic nickel and photoredox catalysis
Cheng, Buqing,Huan, Leitao,Huo, Haohua,Shu, Xiaomin,Zhang, Wu
supporting information, p. 9407 - 9409 (2021/11/17)
An enantioselective benzylic β-C(sp3)-H arylation of amides via synergistic nickel and photoredox catalysis is reported. The C-H bond is activated by a bromine-radical-mediated C-H cleavage. This mild yet straightforward protocol provides arylation products in up to 96% yield and with up to 95% ee. This journal is
Enantioselective Conjugate Addition of Stabilized Arylzinc Iodide to Enones: an Improved Protocol of the Hayashi Reaction
Casotti, Gianluca,Rositano, Vincenzo,Iuliano, Anna
, p. 1126 - 1131 (2020/12/17)
Stabilised arylzinc iodide, prepared by direct insertion of zinc into aryl iodides, were used as nucleophiles in the Hayashi Rh-catalysed enantioselective conjugate addition to enones. The reaction conditions were optimized in the addition of phenylzinc i
Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts
Wu, Chunlin,Yue, Guizhou,Nielsen, Christian Duc-Trieu,Xu, Kai,Hirao, Hajime,Zhou, Jianrong
supporting information, p. 742 - 745 (2016/02/05)
Copper complexes of phosphoramidites efficiently catalyzed asymmetric addition of arylboron reagents to acyclic enones. Importantly, rare 1,4-insertion of arylcopper(I) was identified which led directly to O-bound copper enolates. The new mechanism is fundamentally different from classical oxidative addition/reductive elimination of organocopper(I) on enones.
Synthesis, Coordination Properties, and Catalytic Application of Triarylmethane-Monophosphines
Iwai, Tomohiro,Tanaka, Ryotaro,Sawamura, Masaya
, p. 3959 - 3969 (2016/12/22)
A new class of triarylmethane-based phosphines (L1-L4) and their Pd(II) and Rh(I) complexes were synthesized and subsequently characterized by NMR spectroscopy and X-ray diffraction analysis. The reactions of these phosphines with [PdCl(π-allyl)]2 gave the square-planar Pd(II) complexes [PdCl(π-allyl)(L)] (L = L1-L4). The treatment of [PdCl(π-allyl)(L3)] and [PdCl(π-allyl)(L4)], which have CF3-substituted triarylmethane and 9-arylfluorene moieties, respectively, with LiOtBu afforded P,C(sp3)-chelated palladacycle complexes. Reversibility between a C(sp3)-M covalent bond and a C(sp3)-H···M interaction was experimentally demonstrated using [RhCl(nbd)]2 as a Rh(I) source. The triarylmethane-monophosphines L1-L4 were applied to the Pd-catalyzed 1,4-addition of arylboronic acids to enones.
Ligand-free nickel-catalysed 1,4-addition of arylboronic acids to α,β-unsaturated carbonyl compounds
Chen, Wen,Sun, Lu,Huang, Xi,Wang, Jiayi,Peng, Yanqing,Song, Gonghua
, p. 1474 - 1482 (2015/05/19)
A simple and efficient ligand-free nickel-based catalytic system has been developed for the 1,4-addition of arylboronic acids to α,β-unsaturated carbonyl compounds. With catalyst loadings of 1-2 mol%, a series of 1,4-adducts from chalcones and cinnamates was obtained in moderate to excellent yields within 5-30 min under a nitrogen atmosphere and microwave irradiation. The 1,4-addition of arylboronic acids to acrylates is less efficient.
Triazolium salts as appropriate catalytic scaffolds for 1,4-additions to α,β-unsaturated carbonyls
Bratko, Ielyzaveta,Guisado-Barrios, Gregorio,Favier, Isabelle,Mallet-Ladeira, Sonia,Teuma, Emmanuelle,Peris, Eduardo,Gomez, Montserrat
, p. 2160 - 2167 (2014/04/17)
1,2,3-Triazole derivatives containing a rigid dihydroanthracenyl skeleton are suitable precursors for both organometallic and organo-based catalysts. A Rh-carbene complex and the triazolium salt efficiently catalyzed the 1,4-additions of C- and heterodonor reagents to α,β-unsaturated carbonyl substrates, respectively. Copyright
