35205-64-2Relevant academic research and scientific papers
Anchoring Triazole-Gold(I) Complex into Porous Organic Polymer to Boost the Stability and Reactivity of Gold(I) Catalyst
Cai, Rong,Ye, Xiaohan,Sun, Qi,He, Qiuqin,He, Ying,Ma, Shengqian,Shi, Xiaodong
, p. 1087 - 1092 (2017)
Stability and reactivity have been recognized as some critical issues for gold(I) catalysts. Such issues can be well-circumvented by anchoring the gold(I) complex onto the backbones of porous organic polymer (POP) followed by coordination with a triazole ligand as illustrated in the present work via a series of gold(I)-catalyzed reactions. In this strategy, 1,2,3-triazole was used as the special "X-factor" to avoid the formation of solid AgCl involved in typical gold-activation processes. The catalyst could be readily recycled without loss of reactivity. Moreover, compared with the PPh3-modified polystyrene beads, the POP support was advantageous by providing high surface area, hierarchical porosity, and better stabilization of cations. In some cases, significantly improved reactivity was observed, even more so than using the homogeneous system, which further highlighted the great potential of this heterogeneous gold catalyst.
Indium-Catalyzed Addition of Active Methylene Compounds to 1-Alkynes
Nakamura, Masaharu,Endo, Kohei,Nakamura, Eiichi
, p. 13002 - 13003 (2003)
An active methylene compound adds to a 1-alkyne in high to quantitative yield upon heating in the presence of 0.05-5 mol % of In(OTf)3 to give an α-alkenylated carbonyl compound. Copyright
Indium-catalyzed 2-alkenylation of 1,3-dicarbonyl compounds with unactivated alkynes
Endo, Kohei,Hatakeyama, Takuji,Nakamura, Masaharu,Nakamura, Eiichi
, p. 5264 - 5271 (2007)
1,3-Dicarbonyl compounds add to unactivated alkynes in the presence of a catalytic amount of indium(lll) trifluoromethanesulfonate in high to excellent yield to give 2-alkenylated 1,3-dicarbonyl compounds with exclusive regioselectivity as to the position of C-C bond formation on the acetylene moiety. In most of the cases, the reaction requires less than 1-mol % loading of the catalyst and does not require solvent. The reaction tolerates a wide variety of functional groups including ester, ether, allylic halide, furan, thiophene, and protected amine. Experimental and theoretical studies suggested that the reaction proceeds via a concerted carbometalation reaction of an indium(lll) enolate with the acetylene, where indium - acetylene interaction is important.
Ruthenium-catalyzed addition of 1,3-diketones to terminal alkynes
Léotard, Benjamin,Fukuyama, Takahide,Higashibeppu, Yuki,Brancour, Célia,Okamoto, Hiromi,Ryu, Ilhyong
, p. 2287 - 2291 (2013)
Ruthenium complex [RuCl2(CO)3]2 catalyzes the addition of 1,3-diketones to terminal alkynes. We observed C-addition with acyclic 1,3-diketones, whereas the use of cyclic 1,3-diketones systematically led to O-addition react
Addition of 1,3-dicarbonyl compounds to terminal alkynes catalyzed by a cationic cobalt(iii) complex
Bhattacharjee, Manish,Chandra Sau, Mohan
, p. 36014 - 36019 (2020/10/27)
The Nakamura reaction using a cationic cobalt(iii) complex, [Cp?Co(CH3CN)3][SbF6]2 as the catalyst under neutral and aerobic conditions at 110 °C has been described. In solution, the complex is expected to lose a hemilabile acetonitrile ligand to produce
Cobalt-Catalysed C–C Bond Formation and [2+2+2] Annulation of 1,3-Dicarbonyls to Terminal Alkynes
Verma, Girijesh Kumar,Rawat, Manish,Rawat, Diwan S.
supporting information, p. 4101 - 4104 (2019/06/27)
A highly regioselective [Cp*Co(CO)I2]-catalyzed addition of 1,3-diketones to terminal alkynes at room temperature has been achieved using Cu(OTf)2 as a co-catalyst. The reaction of 1,3-diketones substituted at active methylene carbon
Stable yet reactive cationic gold catalysts with carbon based counterions
Zeng, Xiaojun,Liu, Shiwen,Xu, Bo
, p. 77830 - 77833 (2018/06/22)
L-Au-[TsC(CN)2] are new cationic gold catalysts with a carbon based counterion, which are widely applicable for gold catalyzed reactions. For reactions which need highly reactive gold catalysts, a Lewis acid co-catalyst can be added to increase
Synergistic Au/Ga catalysis in ambient nakamura reaction
Xi, Yumeng,Wang, Dawei,Ye, Xiaohan,Akhmedov, Novruz G.,Petersen, Jeffrey L.,Shi, Xiaodong
supporting information, p. 306 - 309 (2014/01/23)
The gold-catalyzed intermolecular addition of 1,3-dicarbonyl compounds to unactivated 1-alkynes (Nakamura reaction) is achieved at room temperature for the first time through synergistic gold/gallium catalysis. The developed system is highly efficient wit
A ruthenium-catalyzed coupling of alkynes with 1,3-diketones
Pennington-Boggio, Megan K.,Conley, Brian L.,Williams, Travis J.
, p. 6 - 10 (2012/11/07)
Ruthenium(III) chloride hydrate is a convenient catalyst for the addition of active methylene compounds to aryl alkynes. These reactions are rapid, operationally simple, and high yielding in cases. Most significantly, no precautions are required to exclud
Hydro(trispyrazolyl)borato-ruthenium(II) diphosphinoamino complex-catalyzed addition of β-diketones to 1-alkynes and anti-markovnikov addition of secondary amines to aromatic 1-alkynes
Cheung, Hung Wai,So, Chau Ming,Pun, Kwok Hung,Zhou, Zhongyuan,Lau, Chak Po
experimental part, p. 411 - 425 (2011/04/17)
The hydro(trispyrazolyl)borato-ruthenium(II) diphosphinoamino complex TpRu[4-CF3C6H4N(PPh2) 2](OTf) (I) [Tp=hydro(trispyrazolyl)borate] catalyzes the Markovnikov addition of β-diketones to unactivated 1-alkynes in good to excellent yields. The reaction proceeds under solvent-free and additive-free conditions and the catalyst loading can be reduced down to 0.4amol%. Complex I (1amol%) also catalyzes the addition of secondary amines to aromatic terminal alkynes, unusual anti-Markovnikov products are exclusively formed.
