5145-65-3

Basic information

• Product Name: 1H-Pyrrole, 1-benzoyl-
• CAS NO: 5145-65-3
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Mol File: 5145-65-3.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 1-benzoyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 1-benzoyl-(5145-65-3)
• EPA Substance Registry System: 1H-Pyrrole, 1-benzoyl-(5145-65-3)

Safety Data

• Hazardous Substances Data: 5145-65-3(Hazardous Substances Data)

Usage

Class of compound

Organic compounds

Type of compound

Pyrrole derivative

Structure

Five-membered ring with one nitrogen atom

Substituent

1-benzoyl group (benzene ring with a carbonyl group attached)

Usage

Organic synthesis, pharmaceuticals and agrochemicals production

Coordination chemistry

Acts as a ligand and forms complexes with various metal ions

Upstream product

• 16199-06-7 potassium pyrrolide 
• 98-88-4 benzoyl chloride 
• 109-97-7 pyrrole 
• 201230-82-2 carbon monoxide 
• 73728-29-7 para-ditritiumbenzene 
• 55-21-0 benzamide 
• 86428-38-8 1,4-dichloro-1,4-dimethoxybutane 
• 124647-51-4 N-(hydroxy-2' phenyl-2' ethyl)amino-3 propenoate d'ethyle 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 243990-68-3 1-(2,5-Dichlorophenyl)-2,2-bis(methylsulfanyl)vinyl benzoate 
• 17639-64-4 N-p-toluenesulfonylpyrrole 
• 591-50-4 iodobenzene 
• 13939-06-5 molybdenum hexacarbonyl 
• 65-85-0 benzoic acid 

Downstream Products

• 776-75-0 N-benzoylpiperidine 
• 99237-84-0 (1S,2S,6R,7R)-10-Benzoyl-4-oxa-10-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 99237-84-0 exo-10-benzoyl-4-oxa-10-azatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione 
• 99237-81-7 endo-10-benzoyl-4-methyl-4,10-diazatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione 
• 99237-81-7 (1R,2S,6R,7S)-10-Benzoyl-4-methyl-4,10-diaza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 1855-13-6 5-phenylnonan-5-ol 
• 99295-58-6 endo-10-benzoyl-4-phenyl-4,10-diazatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione 
• 99237-79-3 exo-10-benzoyl-4-phenyl-4,10-diazatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione 
• 74117-41-2 1,1'-dibenzoyl-2,2'-bipyrrole 
• 78388-86-0 3-(2,5-dichlorophenyl)-5H-pyrrolo<2,1-a>isoindol-5-one 
• 99113-92-5 3-(2,5-dimethylphenyl)-5H-pyrrolo<2,1-a>isoindol-5-one 
• 93-58-3 benzoic acid methyl ester 
• 97188-19-7 2-acetyl-N-benzoylpyrrole 
• 94475-98-6 1-benzoyl-2-(2-nitrophenyl)pyrrole 

Relevant articles and documents

Pd-Catalyzed Double-Decarbonylative Aryl Sulfide Synthesis through Aryl Exchange between Amides and Thioesters

We report the palladium-catalyzed double-decarbonylative synthesis of aryl thioethers by an aryl exchange reaction between amides and thioesters. In this method, amides serve as aryl donors and thioesters are sulfide donors, enabling the synthesis of valuable aryl sulfides. The use of Pd/Xantphos without any additives has been identified as the catalytic system promoting the aryl exchange by C(O)-N/C(O)-S cleavages. The method is amenable to a wide variety of amides and sulfides.

Direct C2-arylation ofN-acyl pyrroles with aryl halides under palladium catalysis

C2-arylation ofN-acyl pyrroles with aryl halides is developed for the first time using Pd(PPh3)4as a catalyst in combination with Ag2CO3under air, which allowed the application of a good compatibility catalytic system. This protocol provides a straightforward method for the preparation of valuable arylated pyrroles in moderate to good yields under the standard conditions with good substrate tolerance. Interestingly, whileN-benzoyl pyrroles reacted well, the use of substrates with a thiophene or furan ring indicated that the thiophene and furan rings are more reactive than pyrrole for the present catalytic system.

Dinuclear manganese alkoxide complexes as catalysts for C-N bond cleavage of simple tertiary: N, N -dialkylamides to give esters

Amide bonds are stable due to the resonance between the nitrogen lone pair and the carbonyl moiety, and therefore the chemical transformation of amides, especially tertiary amides, involving C-N bond fission is considered one of the most difficult organic reactions, unavoidably requiring harsh reaction conditions and strong acids or bases. We report the catalytic C-N bond cleavage of simple tertiary N,N-dialkylamides to give corresponding esters using a catalyst system (2 mol% based on Mn atoms) of a tetranuclear manganese alkoxide, [Mn(acac)(OEt)(EtOH)]4 (1c), combined with four equivalents of 4,7-bis(dimethylamino)-1,10-phenanthroline (L1: Me2N-Phen). Regarding the reaction mechanism, we isolated a dinuclear manganese complex, [Mn(acac)(OEt)(Phen)]2 (6c), which was revealed as the catalytically active species for the esterification of tertiary amides.