20734-71-8

Upstream product

• 91-23-6 2-Nitroanisole 
• 90-05-1 2-methoxy-phenol 
• 613-70-7 2-methoxyphenyl acetate 
• 121001-03-4 3-nitrosoveratrole 
• 2785-95-7 3-lithio-1,2-dimethoxybenzene 
• 6299-67-8 2,3-dimethoxyaniline 
• 91-16-7 1,2-dimethoxybenzene 
• 85630-19-9 N,N-diethyl-1-carbamyloxy-2-methoxybenzene 
• 858647-49-1 2-methoxy-3-nitro-6-(trimethylsilyl)phenyl N,N-diethylcarbamate 
• 858647-47-9 2-methoxy-3-nitrophenyl N,N-diethylcarbamate 
• 116668-84-9 3-nitroveratrole 
• 89625-34-3 1-acetoxy-2-methoxy-3-nitro-benzene 

Downstream Products

• 861774-96-1 5.6-diamino-guaiacol 
• 71089-33-3 1,2-dimethoxy-3,4-dinitro-benzene 
• 876478-36-3 5.6-dinitro-guaiacol 

Relevant academic research and scientific papers

Iron-catalyzed arene C-H hydroxylation

The sustainable, undirected, and selective catalytic hydroxylation of arenes remains an ongoing research challenge because of the relative inertness of aryl carbon-hydrogen bonds, the higher reactivity of the phenolic products leading to over-oxidized by-products, and the frequently insufficient regioselectivity. We report that iron coordinated by a bioinspired L-cystine-derived ligand can catalyze undirected arene carbon-hydrogen hydroxylation with hydrogen peroxide as the terminal oxidant. The reaction is distinguished by its broad substrate scope, excellent selectivity, and good yields, and it showcases compatibility with oxidation-sensitive functional groups, such as alcohols, polyphenols, aldehydes, and even a boronic acid. This method is well suited for the synthesis of polyphenols through multiple carbon-hydrogen hydroxylations, as well as the late-stage functionalization of natural products and drug molecules.

Method for promoting iron-catalyzed oxidation of aromatic compound carbon - hydrogen bond to synthesize phenol by ligand

The method comprises the following steps: iron is used as - a catalyst metal; a sulfur-containing amino acid or cystine-derived dipeptide is a ligand; and under the common action of hydrogen peroxide as an oxidizing agent, an aromatic compound is synthesized to prepare a phenol. Under the action of an acid as an accelerant and hydrogen peroxide as an oxidizing agent, the aryl carbon - hydrogen bond is directly hydroxylated to form a phenolic compound, and the method for preparing the phenol by the catalytic oxidation reaction has a plurality of advantages. The reaction raw materials, the oxidant and the promoter are wide in source, low in price, environment-friendly and good in stability. The aromatic compound carbon - hydrogen bonds directly participate in the reaction to react in one step to form phenol. The reaction condition is mild, the functional group compatibility and the application range are wide. The reaction selectivity is good; under the optimized reaction conditions, the target product separation yield can reach 85%.

Alpha2C adrenoreceptor agonists

In its many embodiments, the present invention relates to a novel class of phenylmorpholine and phenylthiomorpholine compounds useful as α2C adrenergic receptor agonists, pharmaceutical compositions containing the compounds, and methods of treatment, prevention, inhibition, or amelioration of one or more diseases associated with the α2C adrenergic receptor agonists using such compounds or pharmaceutical compositions.

Directed ortho metalation-based methodology. Halo-, nitroso-, and boro-induced ipso-desilylation. Link to an in situ Suzuki reaction

(Chemical Equation Presented) Treatment of DoM-derived silylated aromatics 2-4 under standard electrophilic halogenation conditions cleanly affords ipso-desilyation products 5-7, while nitration of methoxy-substituted analogues 8, 9 leads to non-ipso isomers 10, 12 and 11, 13, controlled by a silicon steric effect. Sequential ipso-borodesilylation of 2a, 3a, and 20 followed by treatment with aryl halides under Pd-catalyzed conditions constitutes an in situ Suzuki-Miyaura cross-coupling protocol to biaryls and heterobiaryls 23.

Nucleophilic photosubstitutions of o-methoxynitrobenzenes

We report a new synthesis of 3-nitroveratrole, based on the directed lithiation of veratrole, and photochemical substitutions of both 3-nitroveratrole and o-nitroanisole with several nucleophiles.Both aromatic substrates undergo photocyanation meta to the nitro group.With hydroxide ion, 3-nitroveratrole reacts meta to the nitro group, but 2-nitroanisole undergoes replacement of either substituent, the proportion of reaction at each site depending upon the OH(-) concentration. 3-Nitroveratrole undergoes an inefficient reaction with butylamine at each methoxy group; this reaction is apparently second order in amine.The reaction between o-nitroanisole and diethylamine results only in photohydrolysis.Keywords: photosubstitution, nucleophilic, 3-nitroveratrole, o-nitroanisole

Synthesis of Nitrohydroxyxanthones and Oxidative Coupling of Phenols Using Cerium(IV) Ammonium Nitrate

Nitration of 1-hydroxyxanthone and oxidative coupling of phenol and o-methoxyphenol by cerium(IV)ammonium nitrate (CAN) have been reported for the first time.The reaction in each case leads to the formation of nitro-bis-phenols along with nitrophenols.