71017-75-9

Basic information

• Product Name: Pyridinium, 1-[(4-methoxyphenyl)methyl]-2,4,6-triphenyl-, tetrafluoroborate(1-)
• CAS NO: 71017-75-9
• Molecular Formula: C31H26NO.BF4
• Molecular Weight: 515.358
• Mol File: 71017-75-9.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Pyridinium, 1-[(4-methoxyphenyl)methyl]-2,4,6-triphenyl-, tetrafluoroborate(1-)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridinium, 1-[(4-methoxyphenyl)methyl]-2,4,6-triphenyl-, tetrafluoroborate(1-)(71017-75-9)
• EPA Substance Registry System: Pyridinium, 1-[(4-methoxyphenyl)methyl]-2,4,6-triphenyl-, tetrafluoroborate(1-)(71017-75-9)

Safety Data

• Hazardous Substances Data: 71017-75-9(Hazardous Substances Data)

Upstream product

• 94-41-7 benzalacetophenone 
• 100-52-7 benzaldehyde 
• 448-61-3 2,4,6-triphenylpyrylium tetrafluoroborate 
• 2393-23-9 4-methoxy-benzylamine 

Downstream Products

• 107627-09-8 1,4-bis(4-methoxyphenyl)butan-2-one 
• 122-84-9 4-methoxybenzyl methyl ketone 
• 477202-13-4 1-(4-methoxyphenyl)-2-hexanone 
• 1184001-05-5 1-(4-methoxyphenyl)-4-phenylbutan-2-one 
• 97968-16-6 1-(4'-methoxyphenyl)-pentan-2-one 
• 53917-03-6 1-(4-Methoxyphenyl)-2-heptanone 
• 66164-34-9 1-(4-Methoxy-phenyl)-nonan-2-one 
• 53917-01-4 1-(4-methoxyphenyl)butan-2-one 
• 61173-96-4 1-(4-methoxyphenyl)-3-methylbutan-2-one 
• 2729-18-2 1-(4-fluorophenyl)-2-(4-methoxyphenyl)ethan-1-one 
• 475250-52-3 2-[(4-methoxyphenyl)methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 56636-80-7 tert-butyl p-methoxybenzyl ether 

Relevant articles and documents

Sulfinates from Amines: A Radical Approach to Alkyl Sulfonyl Derivatives via Donor-Acceptor Activation of Pyridinium Salts

Synthetically versatile alkyl sulfinates can be prepared from readily available amines, using Katritzky pyridinium salt intermediates. In a catalyst-free procedure, primary, secondary, and benzylic alkyl radicals are generated by photoinduced or thermally induced single-electron transfer (SET) from an electron donor-acceptor (EDA) complex, and trapped by SO2 to generate sulfonyl radicals. Hydrogen atom transfer (HAT) from Hantzsch ester gives alkyl sulfinate products, which are used to prepare a selection of medicinal chemistry relevant sulfonyl-containing motifs.

C-H Alkylation of Aldehydes by Merging TBADT Hydrogen Atom Transfer with Nickel Catalysis

Catalyst controlled site-selective C-H functionalization is a challenging but powerful tool in organic synthesis. Polarity-matched and sterically controlled hydrogen atom transfer (HAT) provides an excellent opportunity for site-selective functionalization. As such, the dual Ni/photoredox system was successfully employed to generate acyl radicals from aldehydes via selective formyl C-H activation and subsequently cross-coupled to generate ketones, a ubiquitous structural motif present in the vast majority of natural and bioactive molecules. However, only a handful of examples that are constrained to the use of aryl halides are developed. Given the wide availability of amines, we developed a cross-coupling reaction via C-N bond cleavage using the economic nickel and TBADT catalyst for the first time. A range of alkyl and aryl aldehydes were cross-coupled with benzylic and allylic pyridinium salts to afford ketones with a broad spectrum of functional group tolerance. High regioselectivity toward formyl C-H bonds even in the presence of α-methylene carbonyl or α-amino/oxy methylene was obtained.

Photocatalytic deaminative benzylation and alkylation of tetrahydroisoquinolines with N-alkylpyrydinium salts

A ruthenium-catalyzed photoredox coupling of substituted N-aryltetrahydroisoquinolines (THIQs) and different bench-stable pyridinium salts was successfully developed to give fast access to 1-benzyl-THIQs. Furthermore, secondary alkyl and allyl groups were also successfully introduced via the same method. Additionally, the typically applied N-phenyl group in the THIQ substrate could be replaced by the cleavable p-methoxyphenyl (PMP) group and successful N-deprotection was demonstrated.