35173-74-1Relevant academic research and scientific papers
Lewis acid-catalyzed reactions in protic media. Lanthanide-catalyzed reactions of indoles with aldehydes or ketones
Chen, Depu,Yu, Libing,Wang, Peng George
, p. 4467 - 4470 (1996)
Lanthanide triflates were found to be effective catalysts for reactions of indoles with aldehydes or ketones in aqueous solution.
Trinuclear Lanthanide Coordination Clusters: Single-Molecule-Magnet Behavior and Catalytic Activity in the Friedel-Crafts Alkylation Reaction
Sarkar, Arijit,Gómez-García, Carlos J.,Benmansour, Samia,Nayek, Hari Pada
, p. 974 - 980 (2019)
A new multidentate ligand (H3L) was synthesized by the condensation reaction of 4-tert-butyl-2,6-diformylphenol and 2-amino-4-nitrophenol. The reaction of the ligand with hydrated lanthanide nitrate produced two isostructural trinuclear coordin
Highly enantioselective Friedel-Crafts reaction of indoles with imines by a chiral phosphoric acid
Kang, Qiang,Zhao, Zhuo-An,You, Shu-Li
, p. 1484 - 1485 (2007)
Highly enantioselective Friedel-Crafts reactions of indoles with imines catalyzed by a chiral phosphoric acid are developed, affording the 3-indolyl methanamine derivatives with up to >99% ee for a wide range of substrates. Copyright
A mild and environmentally friendly scandium(III) trifluoromethanesulfonate-catalyzed synthesis of bis(3′-indolyl)alkanes and bis(3′-indolyl)-1-deoxyalditols
Sato, Shingo,Sato, Toshihiro
, p. 2251 - 2255 (2005)
Bis(3′-indolyl)alkanes and bis(3′-indolyl) derivatives containing a 1-deoxyalditol moiety were synthesized in the presence of 5 mol % of scandium(III) trifluoromethanesulfonate [Sc(OTf)3] in CH 3CN or EtOH-H2O mixture as a
Novel method for synthesis of unsymmetrical bis(indolyl)alkanes catalyzed by ceric ammonium nitrate (CAN) under ultrasonic irradiation
Zeng, Xiao-Fei,Ji, Shun-Jun,Wang, Shun-Yi
, p. 10235 - 10241 (2005)
The reaction of indole with (1H-indol-3-yl)(alkyl) methanol was catalyzed efficiently by ceric ammonium nitrate under ultrasonic irradiation to afford the unsymmetrical bis(indolyl)alkane in good to excellent yields.
N-H...π(indole) intermolecular interactions in 3,3′-benzylidenediindole
Krishna,Velmurugan,Babu,Perumal
, p. 75 - 78 (1999)
In molecules of the title compound, C23H18N2, two indole systems and one phenyl ring are connected through a common C atom. The two indole substituents are mutually orthogonal. We have identified two N - H...π(indole) inte
Solvent-free indoles addition to carbonyl compounds promoted by CeCl 3·7H2O-NaI-SiO2: An efficient method for the synthesis of streptindole
Bartoli, Giuseppe,Bosco, Marcella,Foglia, Gioia,Giuliani, Arianna,Marcantoni, Enrico,Sambri, Letizia
, p. 895 - 900 (2004)
Efficient electrophilic substitution reactions of indoles with various carbonyl compounds proceed easily in solvent-free conditions using CeCl 3·7H2O-NaI-SiO2. system promoter, to afford the corresponding bis(1H-indol-3-yl
Triarylmethyl Cation-Catalyzed Three-Component Coupling for the Synthesis of Unsymmetrical Bisindolylmethanes
Bardelski, Kevin,Brindle, Cheyenne S.,Chen, Zhenghua,Guarino-Hotz, Melissa,Jones, Vanessa A.,Lucas, Kelly,Patterson, William J.
supporting information, p. 6737 - 6742 (2021/12/31)
An efficient synthesis of unsymmetrical bisindolylmethanes has been accomplished using triarylmethyl cations to catalyze the reaction of N-arylimines with two different indoles. Optimization of the organocatalyst by tuning cation stability allows for excellent single addition selectivity when coupled with p-nitrophenyl imines. The optimal catalyst is commercially available, and the reaction minimizes waste and environmental impact by employing a one-to-one ratio of starting materials. The intermediates can be isolated or used in situ in a one-pot two-step reaction to generate unsymmetrical bisindolylmethanes in high yields. The reaction tolerates a broad range of imines with the highest yields observed for electron-poor and neutral imines. A wide range of indole nucleophiles are also successfully employed allowing for the creation of a large variety of unsymmetrical bisindolylmethanes.
GO-Fe3O4-Ti(IV) as an efficient magnetic catalyst for the synthesis of bis(indolyl)methanes and benzo[a]xanthen-11-one derivatives
Amiri-Zirtol, Leila,Amrollahi, Mohammad Ali,Mirjalili, Bibi-Fatemeh
, (2021/10/08)
In this study, a new and efficient magnetic composite was synthesized based on graphene oxide (GO). Initially, GO was coated with magnetite, and then Ti(IV) was fixed on GO-Fe3O4 via a covalent graft. The magnet
Metal–Organic Layers Hierarchically Integrate Three Synergistic Active Sites for Tandem Catalysis
Quan, Yangjian,Lan, Guangxu,Shi, Wenjie,Xu, Ziwan,Fan, Yingjie,You, Eric,Jiang, Xiaomin,Wang, Cheng,Lin, Wenbin
, p. 3115 - 3120 (2020/12/09)
We report the design of a bifunctional metal–organic layer (MOL), Hf12-Ru-Co, composed of [Ru(DBB)(bpy)2]2+ [DBB-Ru, DBB=4,4′-di(4-benzoato)-2,2′-bipyridine; bpy=2,2′-bipyridine] connecting ligand as a photosensitizer and Co(dmgH)2(PPA)Cl (PPA-Co, dmgH=dimethylglyoxime; PPA=4-pyridinepropionic acid) on the Hf12 secondary building unit (SBU) as a hydrogen-transfer catalyst. Hf12-Ru-Co efficiently catalyzed acceptorless dehydrogenation of indolines and tetrahydroquinolines to afford indoles and quinolones. We extended this strategy to prepare Hf12-Ru-Co-OTf MOL with a [Ru(DBB)(bpy)2]2+ photosensitizer and Hf12 SBU capped with triflate as strong Lewis acids and PPA-Co as a hydrogen transfer catalyst. With three synergistic active sites, Hf12-Ru-Co-OTf competently catalyzed dehydrogenative tandem transformations of indolines with alkenes or aldehydes to afford 3-alkylindoles and bisindolylmethanes with turnover numbers of up to 500 and 460, respectively, illustrating the potential use of MOLs in constructing novel multifunctional heterogeneous catalysts.
