35421-09-1

Basic information

• Product Name: Methanone, (4-methoxyphenyl)(1-methyl-1H-pyrrol-2-yl)-
• CAS NO: 35421-09-1
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• Mol File: 35421-09-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Methanone, (4-methoxyphenyl)(1-methyl-1H-pyrrol-2-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, (4-methoxyphenyl)(1-methyl-1H-pyrrol-2-yl)-(35421-09-1)
• EPA Substance Registry System: Methanone, (4-methoxyphenyl)(1-methyl-1H-pyrrol-2-yl)-(35421-09-1)

Safety Data

• Hazardous Substances Data: 35421-09-1(Hazardous Substances Data)

Upstream product

• 96-54-8 N-Methylpyrrole 
• 201230-82-2 carbon monoxide 
• 696-62-8 para-iodoanisole 
• 66107-29-7 4-methoxyphenyl triflate 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 93303-99-2 <(1-methyl-2-pyrrolyl)carbonyl>trimethylsilane 
• 58948-36-0 2-(4-Methoxyphenyl)-1,3-benzoxathiolium tetrafluoroborate 
• 100-07-2 4-methoxy-benzoyl chloride 
• 112925-41-4 2-[2-(4-Methoxy-phenyl)-benzo[1,3]oxathiol-2-yl]-1-methyl-1H-pyrrole 
• 874-90-8 4-methoxybenzonitrile 

Downstream Products

• 157847-09-1 2-Chloro-1-[5-(4-methoxy-benzoyl)-1-methyl-1H-pyrrol-3-yl]-ethanone 

Relevant articles and documents

Palladium catalyzed carbonylative generation of potent, pyridine-based acylating electrophiles for the functionalization of arenes to ketones

We describe here the design of a palladium catalyzed route to generate aryl ketones via the carbonylative coupling of (hetero)arenes and aryl- or vinyl-triflates. In this, the use of the large bite angle Xantphos ligand on palladium provides a unique avenue to balance the activation of the relatively strong C(sp2)-OTf bond with the ultimate elimination of a new class of potent Friedel-Crafts acylating agent: N-acyl pyridinium salts. The latter can be exploited to modulate reactivity and selectivity in carbonylative arene functionalization chemistry, and allow the efficient synthesis of ketones with a diverse array of (hetero)arenes. This journal is

Acylation of pyrroles and their free (N-H)-derivatives via palladium-catalyzed carbopalladation of nitriles

An efficient regioselective synthesis of 2-acylpyrroles via palladium-catalyzed addition of pyrroles with benzonitriles and subsequent hydrolysis is developed. The direct acylation reaction of protected as well as (NH)-free pyrroles proceeded smoothly to

Reversed-polarity synthesis of diaryl ketones via palladium-catalyzed cross-coupling of acylsilanes

Acylsilanes serve as acyl anion equivalents in a palladium-catalyzed cross-coupling reaction with aryl bromides to give unsymmetrical diaryl ketones. Water plays a unique and crucial activating role in these reactions. High-throughput experimentation techniques provided successful reaction conditions initially involving phosphites as ligands. Ultimately, 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane was identified as giving a longer-lived catalyst with higher turnover numbers. Its use, in conjunction with a palladacycle precatalyst, led to optimal reaction rates and yields. Scope and limitations of this novel method are presented along with initial mechanistic insight.