55251-46-2

Usage

Uses

Used in Pharmaceutical Industry:
(4-METHOXY-PHENYL)-METHYL-PHENYL-AMINE is used as a synthetic intermediate for the development of various pharmaceuticals. Its unique structure allows it to be a key component in the creation of new drugs, contributing to the advancement of medicinal chemistry.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, (4-METHOXY-PHENYL)-METHYL-PHENYL-AMINE is utilized as an intermediate for synthesizing a range of organic compounds. Its reactivity and structural features make it a valuable building block for creating complex molecules with specific properties.
Used in Medicinal Chemistry Research:
(4-METHOXY-PHENYL)-METHYL-PHENYL-AMINE is employed in medicinal chemistry research to explore its potential as a precursor for new therapeutic agents. Its unique chemical structure may offer novel avenues for drug discovery and development.
Used in Material Science:
Although not explicitly mentioned in the provided materials, given its potential applications in the development of new materials and chemical processes, (4-METHOXY-PHENYL)-METHYL-PHENYL-AMINE could be utilized in material science for creating innovative materials with specific chemical or physical properties.

Upstream product

• 122-37-2 4-anilinophenol 
• 74-88-4 methyl iodide 
• 66107-29-7 4-methoxyphenyl triflate 
• 100-61-8 N-methylaniline 
• 623-12-1 4-chloromethoxybenzene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 696-62-8 para-iodoanisole 
• 556812-41-0 4-methoxy-2-(trimethylsilyl)phenyl triflate 
• 322645-73-8 N-(4-methoxyphenyl)-N-methyl-N-(trimethylsilyl)amine 
• 108-86-1 bromobenzene 
• 17890-34-5 N-(trimethylsilyl)phenyl(methyl)amine 
• 5961-59-1 N-methyl-N-(4-methoxyphenyl)amine 
• 13716-12-6 tri-tert-butyl phosphine 
• 701-56-4 4-methoxy-N,N-dimethylanilne 

Downstream Products

• 1359859-46-3 C₂₃H₂₉NO₅ 

Relevant academic research and scientific papers

A Simple Synthetic Route to Well-Defined [Pd(NHC)Cl(1-tBu-indenyl)] Pre-catalysts for Cross-Coupling Reactions

The development of robust, more efficient, general, easily accessible Pd(II)–NHC pre-catalysts remains a key issue in cross-coupling applications. A selection of well-defined, air and moisture stable [Pd(NHC)Cl(1-tBu-indenyl)] (NHC=IPr, IPrCl, IMes, SIMes, IPr*) pre-catalysts have been synthesized in good to excellent yields by reacting [Pd(1-tBu-indenyl)(μ-Cl)]2 and various NHC?HCl precursors in the presence of the weak base K2CO3 in green acetone. The synthesized Pd(II)-NHC derivatives displayed excellent catalytic activity in classical Suzuki-Miyaura and Buchwald–Hartwig reactions, especially when IPrCl is employed as ancillary ligand. Additionally, in the challenging Suzuki-Miyaura reaction between esters and arylboronic acids, the [Pd(IPr*)Cl(1-tBu-indenyl)] complex exhibited the optimum catalytic activity under very mild reaction conditions.

Synthesis and catalytic activity of palladium complexes bearingN-heterocyclic carbenes (NHCs) and 1,4,7-triaza-9-phosphatricyclo[5.3.2.1]tridecane (CAP) ligands

The synthesis and characterization of novel palladium complexes bearingN-heterocyclic carbenes (NHCs) and 1,4,7-triaza-9-phosphatricyclo[5.3.2.1]tridecane (CAP) are reported. These organometallic complexes can be easily obtained using two different synthetic strategies that involve either the substitution of the pyridine ligand fromtrans-[Pd(NHC)(Py)Cl2] or by simple addition of the CAP ligand to dimeric species [Pd(NHC)Cl2]2. The mixed NHC/CAP complexes were tested as pre-catalysts in the Buchwald-Hartwig aryl amination coupling, showing good catalytic activity, especially in the case ofcis-[Pd(IPr)(CAP)Cl2].

Double Ligands Enabled Ruthenium Catalyzed ortho-C?H Arylation of Dialkyl Biarylphosphines: Straight and Economic Synthesis of Highly Steric and Electron-Rich Aryl-Substituted Buchwald-Type Phosphines

A double-ligands enabled ruthenium catalyzed C(sp2)?H arylation of dialkyl phosphines is described, which provides a straight access to aryl-substituted dialkyl phosphine ligands. The combination of 1,3-diketone and amino acid ligands is essential for this transformation. An important six-membered cycloruthenium intermediate was successfully isolated and characterized by X-ray diffraction. Mechanistic studies showed that the 1,3-diketone promoted the process of oxidative addition of cycloruthenium intermediate. Some of modified CyJohnPhos ligands exhibited highly catalytic activity in palladium catalyzed C?N bond formation. (Figure presented.).

Mesoionic N-heterocyclic olefin catalysed reductive functionalization of CO2for consecutiveN-methylation of amines

A mesoionic N-heterocyclic olefin (mNHO) was introduced as a metal-free catalyst for the reductive functionalization of CO2leading to consecutive doubleN-methylation of primary amines in the presence of 9-borabicyclo[3.3.1]nonane (9-BBN). A wide range of secondary amines and primary amines were successfully methylated under mild conditions. The catalyst sustained over six successive cycles ofN-methylation of secondary amines without compromising its activity, which encouraged us to check its efficacy towards doubleN-methylation of primary amines. Moreover, this method was utilized for the synthesis of two commercially available drug molecules. A detailed mechanistic cycle was proposed by performing a series of control reactions along with the successful characterisation of active catalytic intermediates either by single-crystal X-ray study or by NMR spectroscopic studies in association with DFT calculations.

Pyrazolyl bistriazolyl phosphine compound and application of pyrazolyl bistriazolyl phosphine compound

The invention discloses a pyrazolyl bistriazolyl phosphine compound and application thereof. The invention discloses a compound shown as a formula I. In the formula I, R1 is hydrogen, C1-C6 alkyl or phenyl; R2 and R3 are phenyl; R4 and R5 are independently a C1-C6 alkyl group, a C3-C8 cycloalkyl group, or a phenyl group. The pyrazolyl bistriazolyl phosphine compound disclosed by the invention is stable in property, excellent in catalytic effect and high in selectivity, and can be applied to catalytic coupling of amine, boric acid compounds and halides.

Preparation method of pyrazole bistriazolylphosphine compound

The invention discloses a preparation method of a pyrazole bistriazolylphosphine compound. The invention discloses a preparation method of a compound as shown in a formula I. The preparation method comprises the following step: under the action of an alkali, carrying out a phosphonation reaction process as shown in the specification on a compound as shown in a formula II and a compound as shown ina formula III in a solvent in the presence of protective gas to obtain the compound as shown in the formula I, wherein R1 is hydrogen, a C1-C6 alkyl group or a phenyl group, R2 and R3 are phenyl, R4and R5 are independently a C1-C6 alkyl group, a C3-C8 cycloalkyl group or a phenyl group and x is halogen. The pyrazolyl bistriazolylphosphine compound obtained by the preparation method disclosed bythe invention is stable in property, excellent in catalytic effect and high in selectivity, and can be applied to catalytic coupling of amine, boric acid compounds and halides.

Allyl complexes for use in coupling reactions

A complex of formula (1), wherein, M is palladium or nickel, R1 and R2 are independently organic groups having 1-20 carbon atoms, or R1 and R2 are linked to form a ring structure with the phosphorus atom, R3 is selected from the group consisting of substituted and unsubstituted aryl, substituted and unsubstituted heteroaryl, and substituted and unsubstituted metallocenyl, R4 is an organic group having 1-20 carbon atoms, n is 0, 1, 2, 3, 4 or 5, X is an anionic ligand. A process for the preparation of the complex, and its use in carbon-carbon or carbon-nitrogen coupling reactions is also provided.

Allyl Palladium Complexes of Cycloheptatrienyl-Cyclopentadienyl Phosphane Ligands in Buchwald-Hartwig Amination Reactions

A series of well-defined palladium allyl chloride pre-catalysts was synthesized using previously reported troticenyl phosphane ligands [(η7-C7H7)Ti(η5-C5H4PR2)] and [(η7-C7H6PR2)Ti(η5-C5H5)] (R = Cy, tBu) as ancillary ligands. The formation of a dimeric μ-chloro-, μ-allyl-bridged PdI species was observed with the ligand [(η7-C7H7)Ti(η5-C5H4PtBu2)], whereas L2Pd0 {L = [(η7-C7H6PtBu2)Ti(η5-C5H5)]} was formed in presence of KOtPent. In addition, the catalytic activity of the palladium allyl chloride pre-catalysts was investigated in Buchwald-Hartwig amination reactions with various aryl halogenides and N-methylaniline or morpholine. The cyclohexyl derivatives show almost no catalytic activity, whereas for the tert-butyl derivatives a significant difference could be observed, depending on whether the seven-membered ring or the five-membered ring is functionalized.

Palladate Precatalysts for the Formation of C-N and C-C Bonds

A series of imidazolium-based palladate precatalysts has been synthesized and the catalytic activity of these air- and moisture-stable complexes evaluated as a function of the nature of the imidazolium counterion. These precatalysts can be converted under

A Highly Active Ylide-Functionalized Phosphine for Palladium-Catalyzed Aminations of Aryl Chlorides

Ylide-functionalized phosphine ligands (YPhos) were rationally designed to fit the requirements of Buchwald–Hartwig aminations at room temperature. This ligand class combines a strong electron-donating ability comparable to NHC ligands with high steric demand similar to biaryl phosphines. The active Pd species are stabilized by agostic C?H???Pd rather than by Pd–arene interactions. The practical advantage of YPhos ligands arises from their easy and scalable synthesis from widely available, inexpensive starting materials. Benchmark studies showed that YPhos-Pd complexes are superior to the best-known phosphine ligands in room-temperature aminations of aryl chlorides. The utility of the catalysts was demonstrated by the synthesis of various arylamines in high yields within short reaction times.