33421-24-8

Upstream product

• 4467-06-5 2-(4-methylphenyl)pyridine 
• 694-59-7 pyridine N-oxide 
• 2423-65-6 Pyrazin-N-Oxid(PyzNO) 
• 106-38-7 para-bromotoluene 
• 3899-96-5 4-methylphenyl tosylate 
• 14305-17-0 2-bromopyridine-N-oxide 
• 5720-05-8 4-methylphenylboronic acid 
• 99-94-5 p-Toluic acid 
• 824-40-8 2-pyridinecarboxylic acid N-oxide 
• 624-31-7 4-tolyl iodide 
• 29540-83-8 p-tolyl triflate 
• 26452-80-2 2,4-dichloropyridine 

Downstream Products

• 84794-02-5 (3aS,7aS)-3-Phenyl-5-p-tolyl-3a,7a-dihydro-3H-oxazolo[4,5-b]pyridin-2-one 
• 1137486-98-6 2,6-(p-ditolyl)-pyridine N-oxide 
• 1127561-97-0 C₂₀H₁₉NO 
• 1174000-54-4 2-(4-methoxyphenyl)-6-p-tolylpyridine 1-oxide 
• 101893-57-6 2-methyl-6-(p-tolyl)pyridine 
• 4467-06-5 2-(4-methylphenyl)pyridine 
• 911061-45-5 2-cyano-6-(4-methylphenyl)pyridine 

Relevant academic research and scientific papers

Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts

A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.

Formic Acid Dehydrogenation by a Cyclometalated κ3-CNN Ruthenium Complex

Hydrogen utilization as a sustainable energy vector is of growing interest. We report herein a cyclometalated ruthenium complex [Ru(κ3-CNN)(dppb)Cl], originally described by Baratta, to be active in the selective dehydrogenation (DH) of formic

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.

2,2′-Homocoupled Azine N,N′-Dioxides or Azine N-Oxides: CDC- or SNAr-Controlled Chemoselectivity

An unprecedented Cu(OAc)2- and LiOtBu-mediated homocoupling of azine N-oxides to yield 2,2′-azine N,N′-dioxides is reported. This is the first instance in which copper has been used to catalyze the homodimerization reaction, especially of 2-phenylpyridine N-oxides. In the absence of catalytic copper, the reaction follows an alternative pathway, and instead of dioxides it yields 2,2′-azine N-monoxides. This latter protocol works efficiently with a range of N-heterocyclic oxides of pyridine, 2-phenylpyridine, quinoline and N-aryl-1,2,3-triazole. It is scalable, offers high regioselectivity and gives the products in moderate to high yields. The observed chemoselectivity between the copper-assisted and copper-free protocols is routed through oxidative cross-dehydrogenative coupling (CDC) and nucleophilic aromatic substitution of hydrogen (SNAr) pathways, respectively.

Transition-Metal-Free Regioselective Alkylation of Pyridine N-Oxides Using 1,1-Diborylalkanes as Alkylating Reagents

Reported herein is an unprecedented base-promoted deborylative alkylation of pyridine N-oxides using 1,1-diborylalkanes as alkyl sources. The reaction proceeds efficiently for a wide range of pyridine N-oxides and 1,1-diborylalkanes with excellent regioselectivity. The utility of the developed method is demonstrated by the sequential C?H arylation and methylation of pyridine N-oxides. The reaction also can be applied for the direct introduction of a methyl group to 9-O-methylquinine N-oxide, thus it can serve as a powerful method for late-stage functionalization.

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

PRODUCTION METHOD OF OPTICALLY ACTIVE SECONDARY ALCOHOL

PROBLEM TO BE SOLVED: To provide a chemical catalytic method allowing efficient production of a corresponding optically active secondary alcohol from an aromatic ketone having a substituent at each of two β-positions in an aromatic ring to the carbonyl site, so that both enantiomers can be separately made. SOLUTION: A production method of optically active secondary alcohol is characterized by reacting a ketone compound such as acetophenone derivatives with hydrogen in the presence of a ruthenium complex catalyst having an optically active diphosphine ligand. COPYRIGHT: (C)2015,JPO&INPIT

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