863301-24-0Relevant academic research and scientific papers
Enantioselective friedel-crafts alkylation of N-methylindoles with nitroalkenes catalyzed by chiral bifunctional abietic-acid-derived thiourea-ZnII complexes
Huang, Wei-Gen,Wang, Heng-Shan,Huang, Guo-Bao,Wu, Yong-Ming,Pan, Ying-Ming
, p. 5839 - 5843 (2012)
The catalytic asymmetric Friedel-Crafts alkylation of N-methylindoles with nitroalkenes catalyzed by bifunctional abietic-acid-derived thiourea-Zn II complexes was investigated. Various types of the nitroalkylated indoles were synthesized under
A trinuclear Cu2Eu complex catalyzed asymmetric Friedel-Crafts alkylations of indoles with nitroalkenes
Zhang, Guoqi
, p. 1 - 4 (2014)
Catalytic enantioselective Friedel-Crafts alkylations of indoles and nitroalkenes were carried out by using a new heterotrimetallic Cu/Eu/Cu complex catalyst based on the simple chiral ligand, reduced Schiff base 1, to give the Friedel-Crafts adducts with
Novel axially chiral bis-arylthiourea-based organocatalysts for asymmetric Friedel-Crafts type reactions
Fleming, Eimear M.,McCabe, Thomas,Connon, Stephen J.
, p. 7037 - 7042 (2006)
It has been shown that catalytic amounts (10-20 mol %) of novel axially chiral bis-arylthioureas promote the asymmetric organocatalytic Friedel-Crafts type addition of indole and N-methylindole to nitroolefins. The optimum catalyst is capable of promoting the reaction between challenging substrates such as N-methylindole and nitroolefins bearing aliphatic β-substituents with enantioselectivity unprecedented for an organocatalytic system.
Chiral-at-Metal Ruthenium Complexes with Guanidinobenzimidazole and Pentaphenylcyclopentadienyl Ligands: Synthesis, Resolution, and Preliminary Screening as Enantioselective Second Coordination Sphere Hydrogen Bond Donor Catalysts
Mukherjee, Tathagata,Ghosh, Subrata K.,Wititsuwannakul, Taveechai,Bhuvanesh, Nattamai,Gladysz, John A.
, p. 1163 - 1175 (2020/04/30)
Pentaphenylcyclopentadienyl ruthenium 2-guanidinobenzimidazole (GBI = HN≠C(NHH′)NHC(NHR)≠NR′) chelate complexes are accessed by treating (η5-C5Ph5)Ru(CO)2(Br) with Me3NO, GBI, and Ag+PF6-. Chromatographic workups give [(η5-C5Ph5)Ru(CO)(GBI)]+PF6- (2+PF6-,
Novel chiral secondary amine-amide catalysts Friedel-Craft alkylation reaction
Huang, Kejun,Pei, Xuehai,Yin, Xiaogang,Chen, Zhiming
, p. 595 - 600 (2017/02/19)
A highly efficient catalytic asymmetric Friedel-Crafts alkylation of indole with nitroalkenes using novel chiral secondary amine-amide as catalyst has been developed. Various types of nitroalkylated indoles were obtained in excellent yields (81-93 %) and high enantio-selectivities (up to 95 % ee).
Metal-nitroalkene and aci-nitro intermediates in catalytic enantioselective friedel-crafts reactions of indoles with trans-β-nitrostyrenes
Carmona, Daniel,Mendez, Isabel,Rodriguez, Ricardo,Lahoz, Fernando J.,Garcia-Orduna, Pilar,Oro, Luis A.
supporting information, p. 443 - 446 (2014/02/14)
The half-sandwich aqua complex (SRh,RC)- [(η5-C5Me5)Rh{(R)-Prophos}(H 2O)][SbF6]2 (Prophos = propane-1,2- diylbis(diphenylphosphane)) efficiently catalyzes the asymmet
Arene-ruthenium chemistry and bronsted acid catalysis of a chiral phosphane-hydroxyl ligand
Carmona, Daniel,Lamata, M. Pilar,Pardo, Pilar,Rodriguez, Ricardo,Lahoz, Fernando J.,Garcia-Orduna, Pilar,Alkorta, Ibon,Elguero, Jose,Oro, Luis A.
supporting information, p. 616 - 619 (2014/03/21)
The phosphane-hydroxyl ligand (SC1,RC2)-Ph 2PC(Ph)HC(OH)HCH2OMe (POH) displays κ1P, κ2P,O, κ3P,O,O′, and anionic deprotonated κ3P,O,O′ coordination modes toward the me
A new type of bis(sulfonamide)-diamine ligand for a Cu(OTf) 2-catalyzed asymmetric friedel-crafts alkylation reaction of indoles with nitroalkenes
Wu, Jing,Li, Xincheng,Wu, Fan,Wan, Boshun
supporting information; experimental part, p. 4834 - 4837 (2011/11/14)
Chiral bis(sulfonamide)-diamine served as new type of ligand for a Cu(OTf)2-catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with nitroalkenes. The desired products were obtained with up to 99% yield and 97% ee.
Chiral phosphoric acid catalyzed asymmetric friedel-crafts alkylation of indoles with nitroolefins
Tang, Hong-Ying,Zhang, Zhong-Biao
experimental part, p. 2038 - 2046 (2011/11/30)
Asymmetric Michael-type Friedel-Crafts (F-C) alkylations of indoles with nitroolefins catalyzed by a chiral H8-BINOL-based phosphoric acid were investigated. The reactions took place very smoothly in the presence of only 5 mol-% of catalyst at
Immobilization of diphenylamine-linked bis(oxazoline) ligands and their application in the asymmetric friedel-crafts alkylation of indole derivatives with nitroalkenes
Liu, Han,Du, Da-Ming
supporting information; experimental part, p. 2121 - 2131 (2010/06/15)
A diphenylamine-linked bis(oxazoline) ligand with trans-diphenyl substitution on the oxazoline rings has been immobilized onto one- to three-generation Frechet-type dendrimers and a C3-symmetric core structure. The catalytic activities and enantioselectivities of these new ligands were tested in the asymmetric Friedel-Crafts alkylation reactions of indole derivatives with, nitroalkenes. The two types of immobilized ligands exhibited similar enantioselectivities and substrate compatibilities to the free ligand trans-DPBO we reported previously. No dendrimer effect was observed in the kinetic investigation of the Frechet-type dendrimer-immobilized ligands. The in situ recycling of the catalysts was also tested to illustrate the effect of reducing catalyst loading and the efficiency of our system.
