1256844-83-3

Upstream product

• 1386875-45-1 3-benzyl-5-methoxy-1-methyl-1H-indole 
• 138469-78-0 5-methoxy-3-(phenylmethyl)-1H-indole 
• 2521-13-3 5-methoxy-N-methylindole 
• 100-47-0 benzonitrile 
• 201230-82-2 carbon monoxide 
• 98-80-6 phenylboronic acid 
• 67-66-3 chloroform 
• 1864-94-4 phenyl formate 
• 611-73-4 Benzoylformic acid 
• 98-88-4 benzoyl chloride 
• 1006-94-6 5-methoxylindole 

Relevant academic research and scientific papers

Palladium Catalyzed Carbonylative Coupling for Synthesis of Arylketones and Arylesters Using Chloroform as the Carbon Monoxide Source

We describe a modular, palladium catalyzed synthesis of aryl(hetero)aryl benzophenones and aryl benzoates from aryl(hetero)aryl halides using CHCl3 as the carbonyl source in the presence of KOH. The reaction occurs in tandem through an initial carbonylation to generate an aroyl halide, which undergoes coupling with arylboronic acids, bornonates, and phenols. Direct carbonylative coupling of indoles at the third position has also been accomplished under slightly modified reaction conditions by in situ activation of the C-H bond. Notably, CHCl3 is a convenient and safe alternation of CO gas, provides milder reaction conditions with high functional group tolerance, and gives the products in moderate to good yields.

Palladium-Catalyzed Carbonylation of Indoles using Aryl Formates as Bifunctional Reagents: A Route to Indol-3-yl Aryl Ketones

A new Pd-catalyzed carbonylation of indoles for the synthesis of indol-3-yl aryl ketones under CO-free conditions was developed. The reaction showed a broad substrate scope with moderate to excellent yields.

Palladium-catalyzed carbonylation of indoles for synthesis of indol-3-yl aryl ketones

A novel palladium-catalyzed carbonylation of indoles with CO and aromatic boronic acids for the synthesis of indol-3-yl aryl ketones was developed. The reaction tolerates a wide range of functional groups and gives a variety of valuable indol-3-yl aryl ketones in high yields under mild conditions. (Chemical Presented).

Copper-promoted decarboxylative direct C3-acylation of N-substituted indoles with α-oxocarboxylic acids

A novel and efficient Cu-promoted decarboxylative direct C3-acylation of N-substituted indoles with α-oxocarboxylic acids for the synthesis of 3-acylindoles was developed. The Royal Society of Chemistry.

Facile access to 3-acylindoles through palladium-catalyzed addition of indoles to nitriles: The one-pot synthesis of indenoindolones

A palladium-catalyzed addition of indoles to nitriles, leading to 3-acylindoles, was reported, and the scope of nitriles was investigated. The strategy described provides a more efficient and atom-economical alternative to indenoindolones. It was found that alkenyl, carbonyl, halogen, methoxy, and nitro groups on aryl nitriles, which could offer opportunities for further synthetic transformations, are all compatible with the conditions. N-unprotected indoles with electron-rich groups show excellent reactivity towards this addition reaction. Under the optimized conditions, an array of indenoindolones are obtained in synthetic useful yields from readily available indoles and nitriles in one pot. The results also show that both the electron-poor and electron-rich substituents could be introduced to indoles and nitriles and that the halogen atoms were compatible under the current conditions.

A novel microwave-irradiated solvent-free 3-acylation of indoles on alumina

A simple and efficient 3-acylation of indoles under microwave-heated and solvent-free conditions is developed. This general procedure uses neutral Al2O3 as a new, green and reusable catalyst giving good to high yields within short reaction times. Utilizing such an environmentally- benign methodology, a variety of indoles bearing electron-releasing or electron-withdrawing groups were conveniently acylated.

Copper-catalyzed aerobic methyl/methylene oxygenation and C-H formylation with a DABCO-DMSO system for the synthesis of carbonyl indoles and pyrroles

Copper-catalyzed aerobic methyl/methylene oxygenation of substituted indoles and pyrroles was developed using 1,4-diazabicyclo[2.2.2]octane (DABCO) as an additive in dimethyl sulfoxide (DMSO). Similar aerobic catalytic conditions could also be utilized for direct C-H formylation of C(3) on indoles and C(2) on pyrroles.

Friedel - Crafts acylation of pyrroles and indoles using 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) as a nucleophilic catalyst

1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) has been shown to be an effective catalyst for the regioselective Friedel - Crafts C-acylation of pyrroles and indoles in high yields. A detailed mechanistic study implies that DBN is acting as a nucleophilic organocatalyst, with the X-ray crystal structure of a key N-acyl-amidine intermediate having been determined for the first time.