114849-77-3

Upstream product

• 123-75-1 pyrrolidine 
• 124643-34-1 p-benzoylphenyl triflate 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 345-83-5 4-fluorobenzophenone 
• 109-99-9 tetrahydrofuran 
• 1137-41-3 (4-aminophenyl)(phenyl)methanone 
• 134-85-0 4-chlorobenzophenone 
• 19202-05-2 N-(4-chlorobenzoyl)pyrrolidine 
• 591-51-5 phenyllithium 

Downstream Products

• 307926-97-2 4-diethylamino-4'-pyrrolidinotriphenylmethanol 
• 575452-06-1 3-phenyl-3-(4-pyrrolidinophenyl)-3H-naphtho[2,1-b]pyran 

Relevant academic research and scientific papers

Aromatic aminations by heterogeneous Ni0/C catalysis

Cost counts! And green chemistry is "in". Thus, for Pd0- or Ni0-catalyzed aminations of aryl halides, which are usually conducted under homogeneous conditions, a new methodology is disclosed which allows for amination reactions on less costly aryl chlorides mediated by an especially inexpensive heterogeneous catalyst, nickel-on-charcoal (Ni/C,see scheme; DPPF 00= 1,1′-bis(diphenylphosphanyl)ferrocene).

I2/NaH2PO2-mediated deoxyamination of cyclic ethers for the synthesis of: N -aryl-substituted azacycles

We have developed a protocol for efficient synthesis of N-aryl-substituted azacycles from aryl amines and cyclic ethers using I2/NaH2PO2 as the mediator. A diverse range of aryl amines and cyclic ethers undergo amination reaction to generate products in good to excellent yields with good functional group tolerance. This reaction can be easily scaled up to give N-aryl-substituted azacycles on a gram scale. Further chemical manipulation of the products enabled useful transformations of the quinoline ring, including bromination and acetylation. This journal is

Palladium-catalyzed c(sp2)-n bond cross-coupling with triaryl phosphates

The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(-cinnamyl)Cl]2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.

Palladium-Catalyzed C(sp2)-N Bond Cross-Coupling with Triaryl Phosphates

The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(?-cinnamyl)Cl]2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.

One-pot, modular approach to functionalized ketones via nucleophilic addition/Buchwald-Hartwig amination strategy

A general one-pot procedure for the 1,2-addition of organolithium reagents to amides followed by the Buchwald-Hartwig amination with in situ released lithium amides is presented. In this work amides are used as masked ketones, revealed by the addition of organolithium reagents which generates a lithium amide, suitable for subsequent Buchwald-Hartwig coupling in the presence of a palladium catalyst. This methodology allows for rapid, efficient and atom economic synthesis of aminoarylketones in good yields.

Synthesis of diaryl ketones through oxidative cleavage of the C-C double bonds in N -Sulfonyl enamides

An oxidative cleavage of a C-C double bond is developed from the photochemical [2+2]-cycloaddition of diaryl N-tosyl enamides, aryl heteroaryl N-tosyl enamides, and N-tosyl cyclic enamides with singlet molecular oxygen, followed by a ring-opening reaction mediated by Cs2CO3 under air and sunlight without the use of photosesitizer, producing symmetrical and unsymmetrical diaryl, heterodiaryl, and cyclic ketones in good to excellent yields. Moreover, the oxidative cleavage of C-C triple bonds from 1-alkynes is demonstrated for the synthesis of symmetrical and unsymmetrical ketones from the Cu-catalyzed [3+2]-cycloaddition, Rh-catalyzed alkoxyarylation, photooxygenation, and ring-opening reaction in one-pot. Because the synthesis of the symmetrical and unsymmetrical diaryl and/or heterodiaryl ketones bearing an electron-donating group is not easy, the present method is notable.

Facile aromatic nucleophilic substitution (SNAr) reactions in ionic liquids: An electrophile-nucleophile dual activation by [Omim]Br for the reaction

A facile aromatic nucleophilic substitution (SNAr) reaction in recyclable [Omim]Br under relatively mild conditions has been described. An electrophile-nucleophile dual activation by [Omim]Br is also discovered based on control experiments, 1H NMR and IR spectroscopies. This chemistry provides an efficient and metal-free approach for the generation of Caryl-X (XS, N, O) bonds, many of which are significant synthetic intermediates or drugs, making this methodology attractive to both synthetic and medicinal chemistry.

Amination of electron deficient aryl chlorides promoted by nano sized Mg(OH)2 under transition metals free condition

This paper presents the amination reactions of electron deficient aryl chlorides promoted by Mg(OH)2 without transition metals. Only using stoichiometric amount of nano sized Mg(OH)2, good to moderate isolated yields could be achieved in N-methylpyrrolidone (NMP) after 24 h at 150 °C.

The effects of cyclic terminal groups in di- and tri-arylmethane dyes. Part 3. Consequences of unsymmetrical substitution in Malachite Green

A comprehensive series of novel, unsymmetrical Malachite Green dyes containing different amino substituents has been prepared and the electronic absorption spectra have been determined. In general, the structurally unsymmetrical dyes display electronic symmetry. Hypsochromic shifts and reduced intensity of the λmax(x) absorption bands were generally observed for the dyes containing the N-methylpiperazino group, consistent with the reduced ability of the heterocyclic moiety to stabilise the cationic system by conjugation. In solvents of increasing acidity, the dyes exhibit variable spectral responses because of the differing basicities of the terminal amino groups.