- Metal- And solvent-free synthesis of aniline- And phenol-based triarylmethanes: Via Br?nsted acidic ionic liquid catalyzed Friedel-Crafts reaction
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A beneficial, scalable and efficient methodology for the synthesis of aniline-based triarylmethanes has been established through the double Friedel-Crafts reaction of commercial aldehydes and primary, secondary or tertiary anilines using Br?nsted acidic ionic liquid as a powerful catalyst, namely [bsmim][NTf2]. This protocol was successfully performed under metal- and solvent-free conditions with a broad range of substrates, giving the corresponding aniline-based triarylmethane products in good to excellent yields (up to 99%). In addition, alternative aromatic nucleophiles such as phenols and electron-rich arenes were also studied using this useful approach to achieve a diversity of triarylmethane derivatives in high to excellent yields. This journal is
- Jaratjaroonphong, Jaray,Saeeng, Rungnapha,Senapak, Warapong,Sirion, Uthaiwan,ponpao, nipaphorn
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p. 22692 - 22709
(2021/07/21)
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- Synthesis, characterization and application of n,n-dimethyl-n-sulfoethan ammonium tetra-chloro aluminate: A novel micro-heterogeneous catalyst for synthesis of tri-arylmethanes
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A new solid catalyst was synthesized from an ionic liquid and heterogenised by changing the anion reaction. The new heterogeneous acidic catalyst was characterized by SEM images, EDS analysis, AFM images, Ft-IR, HNMR,13CNMR and Mass Spectroscop
- Azimi, Saeid,Mohamadighader, Niloofar
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p. 594 - 603
(2021/09/30)
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- Synthesis of symmetric triarylmethane derivatives catalyzed by AIL ionic liquid
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Abstract: An efficient, eco-friendly ionic liquid was described for the synthesis of symmetric triarylmethane derivatives via Baeyer condensation of N,N-dimethylaniline with different active aromatic aldehyde compounds using amide ionic liquid as a catalyst. The syntheses were achieved for the first time using amide ionic liquid as a catalyst eliminating the need for a volatile organic solvent. The advantages of this ionic liquid are low cost and operational simplicity.
- Kang, Li Q.,Gao, Han,Cai, Yue Q.
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- Efficient synthesis of Bis(4-Dimethaminophenyl)arylmethanes and Bis(4-Diamethaminophenyl)alkanes using iodine reagent
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A novel synthetic utility of NaICl2 for the preparation of bis(4-dimethaminophenyl)arylmethanes and bis(4-dimethaminophenyl)alkanes is described. In the presence of an aqueous solution of NaICl2, the reaction of arenes with aromatic aldehydes gives corresponding triarylmethane derivatives regioselectively in moderate to good yields. The method is also useful for the preparation of diarylalkane derivatives by using aliphatic aldehydes. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
- Bachhav, Harshal M.,Takale, Balaram S.,Telvekar, Vikas N.
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p. 1909 - 1914
(2013/05/21)
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- Halogen-free room-temperature bronsted acidic ionic liquid [Hmim]+ HSO4- as a recyclable green "dual reagent" catalysis for the synthesis of triarylmethanes (TRAM s) ;
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The halogen-free Brnsted acidic ionic liquid methylimidazolium hydrogen sulfate ([Hmim]+ HSO4-) acts as a very efficient catalyst for the one-pot, two-component Baeyer condensation of a variety of aromatic aldehydes with dimethyl or diethyl aniline at room temperature. This green reagent behaves as both catalyst and solvent; that is, it exhibits dual-reagent catalysis. The room-temperature acidic ionic liquid could be recycled several times with almost no loss in the yield of the reaction. This is the first report of the Baeyer synthesis with a halogen-free ionic liquid.
- Mukhopadhyay, Chhanda,Datta, Arup,Tapaswi, Pradip Kumar
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experimental part
p. 2453 - 2463
(2012/06/29)
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- An efficient and convenient protocol for the synthesis of diaminotriarylmethanes
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A novel and efficient procedure was developed for the preparation of diaminotriarylmethanes through the Baeyer condensation of aromatic aldehydes and N,N-dimethylaniline or N,N-diethylaniline in the presence of niobium chloride under solvent-free conditio
- Hou, Jun-Tao,Gao, Jian-Wu,Zhang, Zhan-Hui
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experimental part
p. 495 - 499
(2011/12/16)
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- SbCl3-catalyzed one-pot synthesis of 4,4′-diamino- triarylmethanes under solvent-free conditions: Synthesis, characterization, and DFT studies
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A simple, efficient, and mild procedure for a solvent-free one-step synthesis of various 4,4′-diaminotriarylmethane derivatives in the presence of antimony trichloride as catalyst is described. Triarylmethane derivatives were prepared in good to excellent yields and characterized by elemental analysis, FTIR, 1H and 13C NMR spectroscopic techniques. The structural and vibrational analysis were investigated by performing theoretical calculations at the HF and DFT levels of theory by standard 6-31Gs *, 6-31G*/B3LYP, and B3LYP/cc-pVDZ methods and good agreement was obtained between experimental and theoretical results.
- Bardajee, Ghasem Rezanejade
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experimental part
p. 135 - 144
(2011/05/16)
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- ZrOCl2 catalyzed Baeyer condensation: A facile and efficient synthesis of triarylmethanes under solvent-free conditions
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A facile and efficient synthesis of an array of triarylmethanes by the Baeyer condensation of different arylaldehydes carrying activated and deactivated groups and N,N-dimethyIaniline using a catalytic amount of ZrOCI2 under solvent-free microwave irradiation conditions is described. Further, the catalytic activity of ZrOCI2 is compared with traditional Lewis acid catalysts and found that this synthetic method has the advantages of excellent yields (70-96%), shorter reaction time (few minutes) and solvent-free conditions.
- Reddy, Ch Sanjeeva,Nagaraj,Srinivas,Reddy
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experimental part
p. 248 - 254
(2009/12/03)
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- GLUCOCORTICOID-SELECTIVE ANTI-INFLAMMATORY AGENTS
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Compounds having Formula (I) are useful for modulating the glucocorticoid receptor in a mammal. Also disclosed are pharmaceutical compositions comprising compounds of Formula (I) and methods of treating immune, autoimmune, inflammatory, adrenal imbalance, cognitive and behavioral diseases in a mammal.
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Page/Page column 25
(2010/02/08)
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- Baeyer condensation in chloroaluminate ionic liquid
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1-n-butylpyridinium chloroaluminate serves the dual purpose of a reaction medium and a Lewis acid catalyst for condensation of substituted benzaldehydes with N, N-dimethylaniline to obtain triarylmethanes (leuco bases) in good yields with significant reduction in reaction time and simplification of the workup process.
- Paul, Aniruddha M.,Khandekar, Amit C.,Khadilkar, Bhushan M.
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p. 168 - 169
(2007/10/03)
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- Glucocortiocoid-selective agents
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Compounds having Formula I are useful for modulating the glucocorticoid receptor in a mammal. Also disclosed are pharmaceutical compositions comprising compounds of Formula I and methods of treating immune, autoimmune, inflammatory, adrenal imbalance, cognitive and behavioral diseases in a mammal.
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- Montmorillonite clay catalysis VI: Synthesis of triarylmethanes via Baeyer condensation of aromatic aldehydes with N,N-dimethylaniline catalysed by montmorillonite K-10
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Triarylmethanes are synthesized in good to excellent yield via Baeyer condensation of aromatic aldehydes with N,N-dimethylaniline catalysed by montmorillonite K 10 at 100°C in the absence of solvent.
- Zhang, Zhan-Hui,Yang, Feng,Li, Tong-Shuang,Fu, Cheng-Guang
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p. 3823 - 3828
(2007/10/03)
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