53692-58-3

Upstream product

• 536-74-3 phenylacetylene 
• 1711-06-4 3-Methylbenzoyl chloride 
• 6297-45-6 iso-propyl 3-methylbenzoate 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 13984-49-1 (phenylethynyl)zinc chloride 
• 201230-82-2 carbon monoxide 
• 625-95-6 3-Iodotoluene 
• 124-38-9 carbon dioxide 
• 1224178-37-3 1-(iodoethynyl)-3-methylbenzene 
• 611-73-4 Benzoylformic acid 
• 89-93-0 ortho-methylbenzylamine 
• 64-18-6 formic acid 
• 1422-76-0 3-methylbenzenediazonium tetrafluoroborate 
• 250643-76-6 tris((2-phenyl)ethynyl)indium 

Downstream Products

• 1245504-73-7 (2-(2-chlorobenzyl)-5-phenyl-2H-1,2,3-triazol-4-yl)(m-tolyl)methanone 
• 1245504-72-6 (2-(4-nitrophenyl)-5-phenyl-2H-1,2,3-triazol-4-yl)(m-tolyl)methanone 
• 1315379-31-7 dimethyl 6-methyl-1-oxo-3-phenyl-1H-inden-2-ylphosphonate 
• 1315379-37-3 dimethyl 4-methyl-1-oxo-3-phenyl-1H-inden-2-ylphosphonate 
• 1228882-14-1 5-(3′-methylphenyl)-3-phenylisoxazole 
• 37613-13-1 3-(3?'-methylphenyl)-5-phenyl-1H-pyrazole 
• 833-50-1 2-phenylbenzo[d]oxazole 

Relevant academic research and scientific papers

Flexible Construction of Functionalized-Pyrroles under Palladium or Copper Catalysis in the Presence of BF3 ? Et2O

We have developed a flexible approach enabling the access to highly functionalized pyrroles under palladium or copper catalysis in the presence of BF3 ? Et2O. This catalytic methodology utilizes commercially available amines as react

Synthesis of Isoselenazoles and Isothiazoles from Demethoxylative Cycloaddition of Alkynyl Oxime Ethers

A general method for the synthesis of isoselenazoles and isothiazoles has been developed by the base-promoted demethoxylative cycloaddition of alkynyl oxime ethers using the cheap and inactive Se powder and Na2S as selenium and sulfur sources. This transformation features the direct construction of N-, Se-, and S-containing heterocycles through the formation of N-Se/S and C-Se/S bonds in one-pot reactions with excellent functional group tolerance.

Bifunctional Borane Catalysis of a Hydride Transfer/Enantioselective [2+2] Cycloaddition Cascade

Herein, we present a mild and efficient method for synthesizing enantioenriched tetrahydroquinoline-fused cyclobutenes through a cascade reaction between 1,2-dihydroquinolines and alkynones with catalysis by chiral spiro-bicyclic bisboranes. The bisborane

Methylation Alkynylation of Terminal Alkenes via 1,2-Alkynyl Migration Using Dicumyl Peroxide as the Methyl Source

The metal-free oxidative alkene methylation/alkynylation of 1,4-enyn-3-ols with an organic peroxide as the methyl source has been developed, which provides straightforward and practical access to the challenging quaternary-carbon-containing but-3-yn-1-one

Selective Thiocyanation and Aromatic Amination to Achieve Organized Annulation of Enaminone with Thiocyanate

A tandem insertion of thiocyanate to enamine was performed for the regioselective synthesis of multisubstituted benzoimidazo[2,1-b]thiazoles. This method was shown to be effective in addressing the issue of isomerization encountered in common strategies. With a change made to the leading group on the aniline fragment of enamine, the reaction achieved different transformations, thus enabling multisubstituted benzo[4,5]imidazo[2,1-b]thiazoles and thiazoles in satisfactory yields.

One-Pot Palladium-Catalyzed Carbonylative Sonogashira Coupling using Carbon Dioxide as Carbonyl Source

Carbonylation coupling reaction has emerged as a powerful and versatile strategy for the construction of carbonyl-containing compounds in modern synthetic chemistry over the past years. Carbon dioxide, a renewable one carbon molecule, has become one of the most attractive and promising alternative carbonyl sources due to its highly abundance, nontoxicity and stability in comparison with CO in recent years. However, in most cases, a two-chamber technique was generally necessary to allow the CO-producing and CO-consuming processes to perform successfully because of the complexities and incompatibility of reaction conditions, when carbon dioxide was utilized as carbonyl source. Herein, a practical one-pot protocol using carbon dioxide as the carbonyl source for the palladium-catalyzed carbonylative Sonogashira coupling has been established, providing an expedient and practical route to a wide range of functionalized alkynones and indoxyls under mild reaction conditions. By finding a suitable catalytic system, the method allowed the CO-generating and CO-consuming processes to proceed in one pot, wherein carbon monoxide was generated in situ from the reduction of carbon dioxide in the absence of any fluoride reagents. Simple and safe operation, readily available substrates, good functional group tolerance and mild reaction conditions are the features of the method.

Visible-light-mediated photocatalytic cross-coupling of acetenyl ketones with benzyl trifluoroborate

In this report, we describe a simple visible light-triggered Barbier-type reaction by employing acetenyl ketones with benzyl trifluoroborates. Through a radical-radical cross-coupling process, this photocatalytic protocol furnished a wide range of tertiary propargyl alcohols. Mechanistic investigation indicated that proton-coupled electron transfer (PCET) might be involved in the photochemical transformations.

Rapid Organocatalytic Formation of Carbon Monoxide: Application towards Carbonylative Cross Couplings

Herein, the first organocatalytic method for the transformation of non-derivatized formic acid into carbon monoxide (CO) is introduced. Formylpyrrolidine (FPyr) and trichlorotriazine (TCT), which is a cost-efficient commodity chemical, enable this decarbonylation. Utilization of dimethylformamide (DMF) as solvent and catalyst even allows for a rapid CO generation at room temperature. Application towards four different carbonylative cross coupling protocols demonstrates the high synthetic utility and versatility of the new approach. Remarkably, this also comprehends a carbonylative Sonogashira reaction at room temperature employing intrinsically difficult electron-deficient aryl iodides. Commercial 13C-enriched formic acid facilitates the production of radiolabeled compounds as exemplified by the pharmaceutical Moclobemide. Finally, comparative experiments verified that the present method is highly superior to other protocols for the activation of carboxylic acids.

Photocatalytic Annulation-Alkynyl Migration Strategy for Multiple Functionalization of Dual Unactivated Alkenes

A novel photoredox catalysis for multiple functionalization of two different types of unactivated alkenes in a single operation was reported through a conceptually new mode of annulation-alkynyl migration. A wide array of cyclopentane carboxylates were sy

Metal-Free Promoted CF2/CF3-Difunctionalization of Unactivated Alkenes

An operationally simple radical difluoroalkylation/trifluoromethylation and alkynylation of unactivated alkenes under mild conditions has been developed. Through this protocol, a series of CF2/CF3- substituted linear alkynyl ketones