54463-76-2

Basic information

• Product Name: 3-(2-methylphenyl)isoquinoline
• Synonyms: 3-(2-methylphenyl)isoquinoline
• CAS NO: 54463-76-2
• Molecular Weight: 219.286
• Mol File: 54463-76-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 3-(2-methylphenyl)isoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-methylphenyl)isoquinoline(54463-76-2)
• EPA Substance Registry System: 3-(2-methylphenyl)isoquinoline(54463-76-2)

Safety Data

• Hazardous Substances Data: 54463-76-2(Hazardous Substances Data)

Upstream product

• 54463-75-1 1-chloro-3-o-tolyl-isoquinoline 
• 89-93-0 ortho-methylbenzylamine 
• 85-44-9 phthalic anhydride 
• 161961-02-0 2-(2-methylbenzyl)isoindoline-1,3-dione 
• 95-46-5 2-methylphenyl bromide 
• 100-46-9 benzylamine 
• 3989-15-9 trimethyl[(2-methylphenyl)ethynyl]silane 
• 18904-38-6 N-benzyl-2-pyridinecarboxamide 
• 7515-27-7 3-(2-methylphenyl)prop-2-ynoic acid 
• 50624-28-7 1-(isoquinolin-2(1H)-yl)ethan-1-one 
• 16419-60-6 2-Methylphenylboronic acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 766-47-2 1-ethynyl-2-methylbenzene 
• 1257247-24-7 o-(o-tolylethynyl)-benzaldehyde 

Relevant articles and documents

Facilitating Rh-Catalyzed C-H Alkylation of (Hetero)arenes and 6-Arylpurine Nucleosides (Nucleotides) with Electrochemistry

An electrochemical approach to promote the ortho-C-H alkylation of (hetero)arenes via rhodium catalysis under mild conditions is described. This approach features mild conditions with high levels of regio- and monoselectivity that tolerate a variety of aromatic and heteroaromatic groups and offers a widely applicable method for late-stage diversification of complex molecular architectures including tryptophan, estrone, diazepam, nucleosides, and nucleotides. Alkyl boronic acids and esters and alkyl trifluoroborates are demonstrated as suitable coupling partners. The isolation of key rhodium intermediates and mechanistic studies provided strong support for a rhodium(III/IV or V) regime.

Alkoxide-Catalyzed Hydrosilylation of Cyclic Imides to Isoquinolines via Tandem Reduction and Rearrangement

An alkoxide-catalyzed hydrosilylation of cyclic imides to isoquinolines was realized via tandem reduction and rearrangement. Using TMSOK as the catalyst and (EtO)2MeSiH as the reductant, a series of cyclic imides containing different functional groups were reduced to the corresponding 3-aryl isoquinolines in moderate to good yields. The scenario of the reaction pathway was supposed to involve the reduction of imides to ω-hydroxylactams, which underwent rearrangement in the presence of a base catalyst, and then the carbonyl reduction, followed by siloxy elimination.

One substrate, two modes of C-H functionalization: A metal-controlled site-selectivity switch in C-H arylation reactions

A unique site-selectivity switch has been achieved in the ruthenium-catalyzed C-H arylation reaction of N-acetyl-1,2-dihydroisoquinolines. This metal-mediated switch is antipodal to the previous report on the palladium-mediated C-4 C-H arylation on the same substrate. Mechanistic details reveal interesting aspects of the reaction pathway, and kinetic studies bring out the difference in the modes of C-H activation adopted by the two catalytic systems.