36710-80-2

Upstream product

• 93-59-4 Perbenzoic acid 
• 5957-90-4 4-(2-pyridinyl)anisole 
• 694-59-7 pyridine N-oxide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 110-86-1 pyridine 
• 14774-77-7 p-methoxyphenyllithium 
• 66107-29-7 4-methoxyphenyl triflate 
• 3899-91-0 4-methoxyphenyl p-toluenesulfonate 
• 5720-07-0 4-methoxyphenylboronic acid 
• 824-40-8 2-pyridinecarboxylic acid N-oxide 
• 696-62-8 para-iodoanisole 
• 26452-80-2 2,4-dichloropyridine 
• 856851-28-0 4-chloro-2-(4-methoxyphenyl)pyridine 
• 14305-17-0 2-bromopyridine-N-oxide 

Downstream Products

• 856851-28-0 4-chloro-2-(4-methoxyphenyl)pyridine 
• 851595-31-8 2-chloro-6-(4-methoxyphenyl)pyridine 
• 1415693-89-8 1,1,1-trifluoro-N-(6-(4-methoxyphenyl)pyridin-2-yl)-N-phenylmethanesulfonamide 
• 33777-95-6 2-(4-methoxyphenyl)-6-phenylpyridine 
• 5957-90-4 4-(2-pyridinyl)anisole 

Relevant academic research and scientific papers

Visible-Light-Induced ortho-Selective Migration on Pyridyl Ring: Trifluoromethylative Pyridylation of Unactivated Alkenes

The photocatalyzed ortho-selective migration on a pyridyl ring has been achieved for the site-selective trifluoromethylative pyridylation of unactivated alkenes. The overall process is initiated by the selective addition of a CF3 radical to the alkene to provide a nucleophilic alkyl radical intermediate, which enables an intramolecular endo addition exclusively to the ortho-position of the pyridinium salt. Both secondary and tertiary alkyl radicals are well-suited for addition to the C2-position of pyridinium salts to ultimately provide synthetically valuable C2-fluoroalkyl functionalized pyridines. Moreover, the method was successfully applied to the reaction with P-centered radicals. The utility of this transformation was further demonstrated by the late-stage functionalization of complex bioactive molecules.

Visible-Light-Mediated C-H Alkylation of Pyridine Derivatives

We report herein a visible-light-mediated C-H alkylation of pyridine derivatives that proceeds by simple combination of a large variety of N-alkoxypyridinium ions with alkanes in the presence of 2 mol % of fac-Ir(ppy)3 under blue illumination. The mild reaction conditions together with the high group functional tolerance make of this process a useful synthetic platform for the construction of structurally strained heterocycles. Detailed mechanistic investigations, including density functional theory calculations and quantum yield measurement, allowed us to understand factors controlling the reactivity and the selectivity of the reaction.

Decarboxylative Arylation of Pyridine 1-Oxides and Anilides with Benzoic Acid via Palladium-Catalyzed C–H Functionalization

A novel method for the palladium-catalyzed decarboxylative ortho C–H bond arylation of pyridine 1-oxides and anilides with benzoic acids as aryl sources is described. The established methodology provides a direct approach for the synthesis of 2-arylpyridine 1-oxides and 2-aryl anilides in good isolated yields.

Pd-Catalyzed Direct C-H Alkenylation and Allylation of Azine N -Oxides

A Pd-catalyzed direct C2-alkenylation of azine N-oxides with allyl acetate is disclosed. The products are formed through an allylation/isomerization cascade process. The use of a tri-tert-butylphosphonium salt as the ligand precursor and KF is mandatory for optimal yields. When cinnamyl acetate is used, the same catalytic system promotes C2-cinnamylation of the azine N-oxide without subsequent isomerization. A mechanism is proposed on the basis of experimental studies and DFT calculations.

Palladium-catalyzed direct C-H arylation of pyridine N-oxides with potassium aryl- and heteroaryltrifluoroborates

An efficient ligand-free Pd(OAc)2-catalyzed selective arylation of pyridine N-oxides using potassium (hetero)aryltrifluoroborates as coupling partners via C-H bond activation was achieved in the presence of TBAI. This approach has a broad subst

Arylation of pyridine N-oxides via a ligand-free Suzuki reaction in water

We report a practical and highly efficient protocol for the arylation of pyridine N-oxides with arylboronic acid through palladium-catalyzed Suzuki reaction in water. This ligand-free Suzuki reaction is performed in the presence of diisopropylamine and gi

Highly efficient and selective phosphorylation of amino acid derivatives and polyols catalysed by 2-aryl-4-(dimethylamino)pyridine-N-oxides-towards kinase-like reactivity

The chemoselective phosphorylation of hydroxyl containing amino acid derivatives and polyols by phosphoryl chlorides catalyzed by 2-aryl-4-(dimethylamino)pyridine-N-oxides is described.

Pd-catalyzed decarboxylative cross-coupling of 2-carboxyazine N-oxides with various (hetero)aryl halides

Decarboxylative cross-coupling reactions of substituted 2-carboxyazine N-oxides, with a variety of (hetero)aryl halides, by bimetallic Pd 0/CuI and Pd0/AgI catalysis are reported. Two possible pathways, a conven

Silver-catalyzed 2-pyridyl arylation of pyridine N-oxides with arylboronic acids at room temperature

A novel direct arylation of pyridine N-oxides with arylboronic acids through C-H functionalization has been developed. This new reaction is performed at room temperature using catalytic silver(I) nitrate in the presence of potassium persulfate and give 2-

Direct arylations of electron-deficient (hetero)arenes with aryl or alkenyl tosylates and mesylates

A palladium catalyst derived from the ligand X-Phos enabled generally applicable direct arylations of electron-deficient heteroarenes and arenes with aryl and alkenyl tosylates or mesylates.