54921-80-1

Upstream product

• 621-23-8 1,2,3-trimethoxybenzene 
• 555-16-8 4-nitrobenzaldehdye 
• 70-55-3 toluene-4-sulfonamide 
• 98-10-2 benzenesulfonamide 
• 104-88-1 4-chlorobenzaldehyde 
• 621-84-1 O-benzyl carbamate 
• 4248-19-5 tert-butyl carbazate 
• 13707-46-5 N-tosyl-4-nitrobenzaldimine 

Relevant academic research and scientific papers

Metal- And solvent-free synthesis of aniline- And phenol-based triarylmethanes: Via Br?nsted acidic ionic liquid catalyzed Friedel-Crafts reaction

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

SnCl2 insertion into Ir-Cl and Rh-Cl bonds: Synthesis, characterization and catalytic activity of three-legged piano-stool trichlorostannyl iridium and rhodium complexes

Facile insertion reaction of SnCl2 across pentamethylcyclopentadienyl complexes of Ir(III) and Rh(III) resulted in the formation of Ir-SnCl3 and Rh-SnCl3 heterobimetallic complexes. Treatment of SnCl2 with [Cp*IrCl2] 2 and [Cp*Ir(NH2tBu)Cl2] afforded [Cp*Ir(SnCl3)2{SnCl2(H 2O)2}] (1) and [Cp*Ir(SnCl3) 3][NH3tBu] (3), respectively. Similarities in NMR data for complexes 1 and 3 suggested that complex 1 converts to anionic [Cp*Ir(SnCl3)3] species in solution via rapid chloride exchange. Similarly, insertion reaction of SnCl2 with [Cp*Ir(PPh3)Cl2] and [Cp*Rh(PPh 3)Cl2] afforded single insertion complex [Cp*Ir(PPh3)(SnCl3)Cl] (2) and double insertion complex [Cp*Rh(PPh3)(SnCl3)2] (4), respectively. All these new complexes were characterized by multinuclear NMR spectroscopy, while complexes 1, 3 and 4 were structurally characterized by single crystal X-ray diffraction technique. Complexes 1-4 were also tested as catalyst for bisarylation of aldehyde with arene and it was observed that only complexes 1 and 3 were active. Scope of this organic reaction was examined for different arenes and heteroarenes and in all the cases very good yields of triarylmethane derivatives were achieved.

Heterobimetallic Ir-Sn catalysis: Aza-Friedel-Crafts reaction of N-sulfonyl aldimines

The heterobimetallic complex [Ir(COD)(SnCl3)Cl(μ-Cl)] 2 catalyzes the aza-Friedel-Crafts reaction of 1,3,5- trimethoxybenzene, as well as substituted indoles with N-sulfonyl aldimines leading to the formation of diarylamines and triarylmethanes in good yields. The symmetrical triarylmethanes were also obtained from diarylamines and suitable nucleophiles via simultaneous cleavage of sp3 C-N bond and elimination of 1,3,5-trimethoxybenzene.

Iodine-catalyzed, one-pot, three-component aza-Friedel-Crafts reaction of electron-rich arenes with aldehyde/carbamate combinations

Iodine is shown to be an efficient catalyst for a one-step, three-component aza-Friedel-Crafts reaction of activated arenes or heteroarenes with benzyl or tert-butyl carbamates in combination with a wide variety of aldehydes in toluene under 'open-flask'

Friedel-crafts arylation reactions of N -sulfonyl aldimines or sulfonamidesulfones with electron-rich arenes catalyzed by FeCl 3·6H2O: Synthesis of triarylmethanes and bis-heteroarylarylmethanes

(Figure presented) The FeCl3·6H2O-catalyzed Friedel-Crafts arylation reactions of N-sulfonyl aldimines or sulfonamidesulfones with electron-rich arenes and heteroarenes, which lead to the formation of triarylmethanes and bis-heteroar

One-pot, three-component synthesis of 4-Aryl-5,6-dihydropyran via prins-friedel-crafts reaction

An efficient method for the synthesis of 4-aryldihydropyrans has been developed from the reaction of aldehydes or epoxides with homopropargylic alcohols in the presence of arenes promoted by boron trifluoride etherate. Georg Thieme Verlag Stuttgart - New York.

Iodine-catalyzed Friedel-Crafts alkylation of electron-rich arenes with aldehydes: efficient synthesis of triarylmethanes and diarylalkanes

Iodine is shown to be an efficient catalyst for the Friedel-Crafts alkylation of arenes with a wide variety of aldehydes in toluene under 'open-flask' and mild conditions. In the presence of 10 mol % of iodine, the reaction of arenes with aromatic aldehyd

Dual-reagent catalysis within Ir-Sn domain: Highly selective alkylation of arenes and heteroarenes with aromatic aldehydes

(Chemical Equation Presented) Reactions of arenes and heteroarenes with aromatic aldehydes proceeded smoothly in the presence of a catalytic combination of [Ir(COD)Cl]2-SnCl4 to afford the corresponding triarylmethane derivatives (TRAMs) in high yields. This 100% TRAM selective transformation is clean and eliminates the use of acid systems.

Efficient condensation reactions of electron-rich arenes with aldehydes and enals promoted by gold(III) chloride: Practical synthesis of triaryl- and triheteroarylmethanes and related compounds

Electron-rich arenes undergo gold(III) catalyzed condensation reactions with aldehydes and enals to afford bis- and tris-addition products, respectively, in high yields. Georg Thieme Verlag Stuttgart.

Practical synthesis of triaryl- and triheteroarylmethanes by reaction of aldehydes and activated arenes promoted by gold(III) chloride

(Chemical Equation Presented) Electron-rich arenes condense efficiently with various aldehydes under the influence of AuCl3, thus opening up a practical route to triarylmethanes, which have important applications. The mild conditions employed are especially noteworthy.