6287-89-4

Usage

Uses

Used in Organic Synthesis:
2-(2-methoxyphenoxy)pyridine is used as a building block in organic synthesis for its unique structure and properties, allowing for the creation of a wide range of chemical compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-(2-methoxyphenoxy)pyridine is utilized as a building block for the development of new drugs, thanks to its potential to contribute to the creation of novel medicinal compounds.
Used in Agrochemical Development:
2-(2-methoxyphenoxy)pyridine also has applications in the agrochemical field, where it serves as a building block in the development of new agrochemicals, potentially leading to innovative products for agricultural use.
Used in Materials Science:
In the field of materials science, 2-(2-methoxyphenoxy)pyridine may be used in the synthesis of novel polymers or as a component in the production of specialty chemicals, showcasing its versatility in contributing to advanced material development.

InChI:InChI=1/C12H11NO2/c1-14-10-6-2-3-7-11(10)15-12-8-4-5-9-13-12/h2-9H,1H3

Upstream product

• 109-04-6 2-bromo-pyridine 
• 90-05-1 2-methoxy-phenol 
• 142-08-5 2-Pyridone 
• 1421781-41-0 2-methoxyphenyl picolinate 
• 67-56-1 methanol 
• 4783-68-0 2-phenoxypyridine 
• 121899-81-8 tris(2-methoxyphenyl)bismuth dichloride 

Downstream Products

• 1590346-18-1 pentyl 3-methoxy-2-(pyridin-2-yloxy)benzoate 
• 100-66-3 methoxybenzene 
• 107455-62-9 N-(2-methoxyphenyl)-4-methylaniline 

Relevant academic research and scientific papers

Palladium-catalyzed direct C(sp2)-H alkoxylation of 2-aryloxypyridines using 2-pyridyloxyl as the directing group

An efficient and highly regioselective palladium-catalyzed ortho-C(sp2)-H bond alkoxylation of 2-aryloxypyridines was developed using 2-pyridyloxyl as the directing group and alcohols as alkoxylation reagents. Under an air atmosphere and in the presence of PhI(OAc)2, the reaction gave the corresponding products in moderate to good yields, and a series of functional groups could be tolerated.

A directing group-assisted ruthenium-catalyzed approach to access: Meta -nitrated phenols

meta-Selective C-H nitration of phenol derivatives was developed using a Ru-catalyzed σ-activation strategy. Cu(NO3)2·3H2O was employed as the nitrating source, whereas Ru3(CO)12 was found to be the most suitable metal catalyst for the protocol. Mechanistic studies suggested involvement of an ortho-CAr-H metal intermediate, which promoted meta-electrophilic aromatic substitution and silver-assisted free-radical pathway.

N - And O -arylation of pyridin-2-ones with diaryliodonium salts: Base-dependent orthogonal selectivity under metal-free conditions

Metal-free N- and O-arylation reactions of pyridin-2-ones as ambident nucleophiles have been achieved with diaryliodonium salts on the basis of base-dependent chemoselectivity. In the presence of N,N-diethylaniline in fluorobenzene, pyridin-2-ones were very selectively converted to N-arylated products in high yields. On the other hand, the O-arylation reactions smoothly proceeded with the use of quinoline in chlorobenzene, leading to high yields and selectivities. In these methods, a variety of pyridin-2-ones in addition to pyridin-4-one and a set of diaryliodonium salts were accepted as suitable reaction partners.

Nickel-Catalyzed Reaction of Aryl 2-Pyridyl Ethers with Silylzinc Chlorides: Silylation of Aryl 2-Pyridyl Ethers via Cleavage of the Carbon?Oxygen Bond

Ni-catalyzed C?O(Py) bond activation and silylation of aryl 2-pyridyl ethers with silylzinc chlorides were carried out. This protocol allowed the 2-pyridyloxy group to be substituted by a silyl group with short reaction times, mild reaction conditions, and good compatibility of functional groups. (Figure presented.).

Decarbonylative Diaryl Ether Synthesis by Pd and Ni Catalysis

Because diaryl ethers are present as an important motif in pharmaceuticals and natural products, extensive studies for the development of novel methods have been conducted. A conventional method for the construction of the diaryl ether moiety is the intermolecular cross-coupling reaction of aryl halides and phenols with a copper or palladium catalyst. We developed a catalytic decarbonylative etherification of aromatic esters using a palladium or nickel catalyst with our enabling diphosphine ligand to give the corresponding diaryl ethers. The present reaction can be conducted on gram scale in excellent yield. This reaction not only functions in an intramolecular setting but also allows for a cross-etherification using other phenols.

PRODUCTION METHOD FOR BI(HETERO)ARYL(THIO)ETHER COMPOUND

PROBLEM TO BE SOLVED: To provide a method for synthesizing a bi(hetero)aryl(thio)ether compound at low cost without discharging halogen-derived waste. SOLUTION: The production method includes, for example as shown in the following formula, reacting a (thio)ester compound represented by formula (1) in the presence of a nickel catalyst (or a palladium catalyst) as well as a ligand compound to produce bi(hetero)aryl(thio)ether compound represented by formula (2). [Ar and Ar' are each independently a substituted/unsubstituted aryl group or heteroaryl group; Y is O or S.]. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

C-H functionalization of phenols using combined ruthenium and photoredox catalysis: In situ generation of the oxidant

A combination of ruthenium and photoredox catalysis allowed the ortho olefination of phenols. Using visible light, the direct C-H functionalization of o-(2-pyridyl) phenols occurred, and diverse phenol ethers were obtained in good yields. The regeneration of the ruthenium catalyst was accomplished by a photoredox-catalyzed oxidative process.

Palladium-catalyzed oxidative olefination of phenols bearing removable directing groups under molecular oxygen

An efficient Pd(II)-catalyzed oxidative olefination of phenols bearing removable directing groups with molecular oxygen as the sole oxidant has been developed. This reaction protocol provides an efficient and robust synthetic tool for the synthesis of o-alkenyl phenols under mild conditions.

Pd(ii)-catalyzed oxidative alkoxycarbonylation of 2-phenoxypyridine derivatives with CO and alcohols

A Pd(ii)-catalyzed oxidative alkoxycarbonylation of phenol derivatives with atmospheric pressure of CO-O2 and alcohols has been achieved. The reaction provides an efficient strategy for the synthesis of carboxylic esters and can be applied to the late-stage modification of complex molecules. This journal is the Partner Organisations 2014.

N-arylation of pyridin-2(1H)-ones with pentavalent organobismuth reagents under copper-free conditions

An efficient method for the N-arylation of pyridin-2(1H)-ones and the related heteroaromatic lactams has been established via ligand-coupling reactions using tri- or tetra-aryl organobismuth(V) reagents such as triarylbismuth dichlorides. Also, N-alkenylation of pyridin-2(1H)-one was achieved similarly by using alkenyltriarylbismuth(V) reagents.