185679-93-0Relevant articles and documents
Asymmetric Friedel-Crafts reactions: Catalytic enantioselective addition of aromatic and heteroaromatic C-H bonds to activated alkenes, carbonyl compounds, and imines
J?rgensen, Karl Anker
, p. 1117 - 1125 (2003)
The development and scope of catalytic enantioselective addition of aromatic and heteroaromatic C-H bonds to α,β-unsaturated alkenes, carbonyl compounds, and imines are presented, α,β-Unsaturated alkenes, 4-substituted 2-oxo-3-butenoate esters and alkylid
Highly enantioselective michael additions of indole to benzylidene malonate using simple bis(oxazoline) ligands: Importance of metal/ligand ratio
Rasappan, Ramesh,Hager, Markus,Gissibl, Anja,Reiser, Oliver
, p. 6099 - 6102 (2006)
(Chemical Equation Presented) Simple bis(oxazoline) ligands, especially azabis(oxazolines), can catalyze the copper-catalyzed addition of indoles to benzylidene malonates in up to >99% ee, provided that excess of chiral ligand is avoided. The paradigm fol
Introduction of the 1H-indol-3-yl(phenyl)methyl residue into some CH acids
Semenov,Smushkevich
, p. 543 - 545 (2001)
A new method of inlroducing the 1H-indol-3-yl(phenyl)methyl residue into some CH acids was developed.
Catalytic enantioselective alkylation of heteroaromatic compounds using alkylidene malonates
Zhuang,Hansen,Jorgensen
, p. 347 - 348 (2001)
A catalytic enantioselective alkylation of heteroaromatic compounds using alkylidene malonates has been developed; the reaction proceeds for different heteroaromatic compounds with alkylidene malonates in high yield and enantiomeric excess.
Deep eutectic solvent: An efficient and green catalyst for the three-component condensation of indoles, aromatic aldehydes, and activated methylene compounds
Tran, Minh-Nguyet Thi,Nguyen, Xuan-Trang Thi,Nguyen, Hai Truong,Chau, Duy-Khiem Nguyen,Tran, Phuong Hoang
supporting information, (2019/12/25)
The deep eutectic solvent-catalyzed multicomponent reaction of aldehydes, indoles, and activated methylene compounds under sonication has been developed. The method proceeded well for a wide scope of substrates under mild condition to afford 3-substituted
Mechanochemical Copper-Catalyzed Asymmetric Michael-Type Friedel–Crafts Alkylation of Indoles with Arylidene Malonates
Staleva, Plamena,Hernández, José G.,Bolm, Carsten
supporting information, p. 9202 - 9205 (2019/07/04)
A mechanochemical version of the asymmetric Michael-type Friedel–Crafts alkylation of indoles with arylidene malonates was developed. The reaction proceeds under ambient atmosphere using a chiral bis(oxazoline)copper catalyst in a mixer mill. Under these
Cooperative catalysis with block copolymer micelles: A combinatorial approach
Bukhryakov, Konstantin V.,Desyatkin, Victor G.,O'Shea, John-Paul,Almahdali, Sarah R.,Solovyeva, Vera,Rodionov, Valentin O.
supporting information, p. 76 - 80 (2015/03/05)
A rapid approach to identifying complementary catalytic groups using combinations of functional polymers is presented. Amphiphilic polymers with "clickable" hydrophobic blocks were used to create a library of functional polymers, each bearing a single functionality. The polymers were combined in water, yielding mixed micelles. As the functional groups were colocalized in the hydrophobic microphase, they could act cooperatively, giving rise to new modes of catalysis. The multipolymer "clumps" were screened for catalytic activity, both in the presence and absence of metal ions. A number of catalyst candidates were identified across a wide range of model reaction types. One of the catalytic systems discovered was used to perform a number of preparative-scale syntheses. Our approach provides easy access to a range of enzyme-inspired cooperative catalysts.
Enantioselective Friedel-Crafts alkylation of indoles with alkylidene malonates catalyzed by N,N′-dioxide-scandium(III) complexes: Asymmetric synthesis of β-carbolines
Liu, Yanling,Shang, Deju,Zhou, Xin,Liu, Xiaohua,Feng, Xiaoming
supporting information; scheme or table, p. 2055 - 2058 (2009/09/24)
Highly enentioselective Friedel-Crafts alkylation of indoles with alkylidene malonates catalyzed by chiral N,N'-dioxide-scandium (III) triflate complexes was described. Under the optimal reaction conditions, various indoles and alkylidene malonates were e
One-pot oxidative carbon-carbon bond formation of 3-benzylic and 3-allylic indoles with carbon nucleophiles
Matsuo, Jun-ichi,Tanaki, Yumi,Ishibashi, Hiroyuki
, p. 5262 - 5267 (2008/09/21)
Indolenines were generated at -78 °C from 3-benzylic or 3-allylic indoles by dehydrogenation with N-tert-butylbenzenesulfinimidoyl chloride, and a carbon-carbon bond was formed at -78 °C in a one-pot manner by treating these indolenines with various carbon nucleophiles such as active methylene compounds or organocuprates.
The ultra high pressure conjugate addition of indoles to electron- deficient olefins
Harrington, Paul,Kerr, Michael A.
, p. 1256 - 1265 (2007/10/03)
The addition of indole and methyl indole at both high and ambient pressures to a series of Michael acceptors under the influence of ytterbium triflate was investigated. Under ambient pressure the more reactive and less sterically hindered electrophiles ga
