342-54-1

Upstream product

• 134-20-3 2-carbomethoxyaniline 
• 13755-29-8 sodium tetrafluoroborate 
• 4518-10-9 Methyl 3-aminobenzoate 
• 7632-00-0 sodium nitrite 
• 109-63-7 boron trifluoride diethyl etherate 

Downstream Products

• 93-58-3 benzoic acid methyl ester 
• 17595-84-5 o-(2-thienyl)benzoic acid methyl ester 
• 78377-06-7 o-(methoxycarbonyl)selenoanisole 
• 84451-36-5 2-Ethyltellanyl-benzoic acid methyl ester 
• 16605-99-5 biphenyl-2-carboxylic acid methyl ester 
• 188943-06-8 methyl 2'-methyl-[1,1'-biphenyl]-2-carboxylate 
• 60040-81-5 trans-dimethyl 2,2'-(ethene-1,2-diyl)dibenzoate 
• 34288-40-9 2-(E)-[2-methoxycarbonylphenyl]acrylic acid methylester 
• 906097-05-0 2-[3-acetoxy-2-(2-methoxycarbonyl-phenylazo)-propyl]-benzoic acid methyl ester 
• 7115-18-6 methyl 2-(2-oxopropyl)benzoate 
• 5807-64-7 diphenic acid dimethyl ester 

Relevant academic research and scientific papers

Nanomolar Detection of Palladium (II) through a Novel Seleno-Rhodamine-based fluorescent and colorimetric chemosensor

A novel reversible fluorescent probe for Pd2+ based on a rhodamine-containing selenide (Rh–Se) was designed, synthesized and fully characterized. The probe Rh–Se showed a high selectivity and sensitivity with a detection limit of 32 nM for Pd2+ ions. The formation of a complex Rh–Se/Pd2+ was confirmed by HRMS. DFT calculations revealed that the proposed square planar geometry is the most stable form of the metallic complex Rh–Se/Pd2+. The probe Rh–Se showed to have high potential for the detection of residual Pd2+ in synthetic cross-coupling products and simulated pharmaceutical Pd2+- contaminated products.

Enantioselective Synthesis of Phthalides and Isochromanones via Heck–Matsuda Arylation of Dihydrofurans

In this communication, the enantioselective synthesis of phthalides and isochromanones is described through a new palladium-catalyzed Heck–Matsuda arylation/NaBH4-reduction/lactonization sequence of 2,3- and 2,5-dihydrofurans in good overall yields and excellent enantioselectivities (up to 98:2 er). This expeditious synthesis of chiral Heck lactol intermediates allowed the diversification of the strategy to obtain medicinally relevant chiral lactones, amines, and olefins. The natural product 3-butylphthalide was obtained in three steps with an overall yield of 33 % yield in 98:2 er.

Method for preparing iodo-benzoic acid (ester) by improving moral Michael reaction

The invention discloses a method for preparing iodo-benzoic acid (ester) by improving a moral reaction, and belongs to the technical field of organic synthesis. The method comprises the following steps: preparing and separating the diazonium tetrafluoroborate through diazotization of aminobenzoic acid (ester) and then performing iodination reaction with the iodinated reagent in an organic medium to obtain the corresponding iodo carboxylic acid (ester). The iodo-benzoic acid (ester) prepared by the method has high purity. The method has the advantages of good quality and simple post-treatment, and the product yield reaches 70 - 90%.

Aryl Diazonium Salts: Powerful Arylating Agents for Catellani-Typeortho-Arylation

The Catellani reaction provides an efficient synthetic approach to polyfunctionalized arenes. However, the selectiveortho-arylating reagents employed in these reactions have been strictly limited to activated bromoarenes. As demonstrated in this work, aryl diazonium salts bearing both electron-donating and electron-withdrawing substituents, after in situ transformations with KI into the corresponding iodoarenes, were efficient arylating reagents for Catellani typeortho-arylation approaches.

Preparation of N-Arylquinazolinium Salts via a Cascade Approach

An easy manipulation method for the preparation of N-arylquinazolinium salts is described from readily available aryldiazonium salts, nitriles, and 2-aminoarylketones in a one-pot operation. This method relies on the in situ generation of the N-arylnitrilium intermediate from the reaction of aryldiazonium salt with nitrile, which undergoes amination/cascade cyclization/aromatization, leading to N-arylquinazolinium salts in excellent yields. Nucleophilic addition of alkoxide to these N-arylquinazolinium salts provides functionalized dihydro-N-arylquinazoline.

Additions to N-Sulfinylamines as an Approach for the Metal-free Synthesis of Sulfonimidamides: O-Benzotriazolyl Sulfonimidates as Activated Intermediates

Sulfonimidamides are obtained in moderate to very good yields from the key intermediates O-benzotriazolyl sulfonimidates, which are formed by reacting aryldiazonium tetrafluoroborates, N-tritylsulfinylamine, and N-hydroxybenzotriazole hydrate in a process mediated by a tertiary amine. The formation of the sulfonimidate proceeds in inexpensive and environmentally benign dimethyl carbonate as the solvent, it does not require anhydrous conditions, and the product yields generally exceed 70 %. The substrate scope is broad, and a wide range of sensitive organic functionalities is well tolerated. The reactions probably proceed via aryl radicals formed from diazonium cations with assistance from both the tertiary amine and the sulfinylamine.

Preparation of Quinazolinoquinazolinones via a Cascade Approach

A one-pot synthesis of quinazolino[3,4-a]quinazolin-13-ones was realized from the direct reaction of o-(methoxycarbonyl)benzenediazonium salts, nitriles, and 2-cyanoanilines in moderate to good yields. This method utilizes the in situ generation of reactive N-arylnitrilium ion, which undergoes further amination/tandem cyclization/amidation to deliver the desired polycyclic scaffolds with consecutive formation of four N-C bonds. Flexibility in substitution patterns, mild reaction conditions, and operational simplicity are the salient features of this methodology.

An unprecedentedly simple method of synthesis of aryl azides and 3-hydroxytriazenes

Fischer's approach towards the synthesis of aryl azides and triazinoles from diazonium salts and hydroxylammonium chloride (phenylhydraxylamine) was reinvestigated and optimized. The new methodology enables the preparation of aryl azides and triazinoles in high yields in water at room temperature. The procedure is very simple, robust, easily scalable, reproducible, and "green".

Reversible near-infrared fluorescent probe introducing tellurium to mimetic glutathione peroxidase for monitoring the redox cycles between peroxynitrite and glutathione in vivo

The redox homeostasis between peroxynitrite and glutathione is closely associated with the physiological and pathological processes, e.g. vascular tissue prolonged relaxation and smooth muscle preparations, attenuation hepatic necrosis, and activation matrix metalloproteinase-2. We report a near-infrared fluorescent probe based on heptamethine cyanine, which integrates with telluroenzyme mimics for monitoring the changes of ONOO-/GSH levels in cells and in vivo. The probe can reversibly respond to ONOO- and GSH and exhibits high selectivity, sensitivity, and mitochondrial target. It is successfully applied to visualize the changes of redox cycles during the outbreak of ONOO- and the antioxidant GSH repair in cells and animal. The probe would provide a significant advance on the redox events involved in the cellular redox regulation.