- 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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- 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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- A simple TiCl4 promoted arylation of orthoformate and benzyl ethers by N,N-dialkylarylamines
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N,N-Dialkylarylamines react with trimethyl orthoformate and TiCl4 under ambient conditions to give the corresponding formyl derivatives in 75-89% yields, whereas the corresponding arylated products are obtained from benzyl ethers and acetals in 42-78% yields.
- Periasamy, Mariappan,Kishorebabu, Neela,Natarajan Jayakumar
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p. 1955 - 1958
(2007/10/03)
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