59168-21-7

Basic information

• Product Name: 2-benzyl-1-(2H)-isoquinoline ketone
• Synonyms: 2-benzyl-1-(2H)-isoquinoline ketone
• CAS NO: 59168-21-7
• Molecular Weight: 235.285
• Mol File: 59168-21-7.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: 2-benzyl-1-(2H)-isoquinoline ketone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-benzyl-1-(2H)-isoquinoline ketone(59168-21-7)
• EPA Substance Registry System: 2-benzyl-1-(2H)-isoquinoline ketone(59168-21-7)

Safety Data

• Hazardous Substances Data: 59168-21-7(Hazardous Substances Data)

Upstream product

• 23277-04-5 2-benzylisoquinolin-2-ium bromide 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 13605-95-3 N-benzyl-1,2,3,4-tetrahydroisoquinoline 
• 491-30-5 1-hydroxyisoquinoline 
• 872-36-6 vinylene carbonate 
• 1485-70-7 N-benzylbenzamide 
• 119-65-3 isoquinoline 
• 108-88-3 toluene 
• 34784-04-8 5-bromoisoquinoline 
• 34784-02-6 3-bromoisoquinoline 
• 100-39-0 benzyl bromide 
• 2039-88-5 2-bromostyrene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 138528-62-8 E-1-methoxy-2-(2-carboxyphenyl)ethylene 

Downstream Products

• 145160-37-8 2,4-Dibenzyl-2H-isoquinolin-1-one 
• 33930-74-4 2-benzyl-1-oxo-1,2-dihydro-isoquinoline-4-carbaldehyde 
• 33930-64-2 2-benzyl-4-bromoisoquinolin-1(2H)-one 
• 1558050-02-4 2-benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1-one 

Relevant articles and documents

Synthesis of 3-Methyleneisoindolin-1-ones and Isoquinolinium Salts via Exo and Endo Selective Cyclization of 2-(1-Alkynyl)benzaldimines

Coinage metal-promoted 5-exo and 6-endo selective cyclization of 2-(1-alkynyl)benzaldimines has been studied. It was found that, under gold catalysis, 2-(1-alkynyl)benzaldimines exclusively underwent 5-exo-dig cyclization processes, followed by oxidation to form N-aryl 3-methyleneisoindolin-1-ones. In contrast, in the presence of base and under activation of AgOTf, switching of 5-exo to 6-endo cyclizations of 2-(1-alkynyl)benzaldimines was observed, exclusively giving N-aryl or N-alkyl substituted isoquinolinium salts. The two key reaction intermediates, exocyclic vinyl-Au and the endocyclic vinyl-Ag species have been isolated and characterized, and a study of their reactivities confirms the plausible mechanisms. Reactions of the resultant 3-methyleneisoindolin-1-ones with benzyne afforded structurally important isoindolinone-based benzocyclobutenes. Additionally, several interesting transformations of the resultant isoquinolinium salts have been investigated.

I2-Promoted Direct C?H Sulfenylation of Isoquinolin-1(2H)-ones with Sulfonyl Chlorides

A simple, efficient, and green method for the iodine-promoted regioselective C-4 sulfenylation of isoquinolin-1(2H)-ones using commercially available aryl sulfonyl chlorides as the sulfur source was described under metal- and solvent-free conditions. The reaction proceeded smoothly under simple conditions to obtain 4-arylthioisoquinolin-1(2H)-ones in moderate to good yields, and showed high regioselectivity, broad substrate scope, and good functional group tolerance. A radical reaction mechanism involving ArS. radicals as key intermediates is proposed for the present transformation.

Co(iii)-catalysed regioselective linear C(8)-H olefination of isoquinolone with terminal aromatic and aliphatic alkynes

A regioselective C8 linear olefination of isoquinoline-1H-2-one with terminal (aromatic and aliphatic) alkynes is reported under Co(iii) catalysis. This is an exclusive report on the C8 functionalization of isoquinolone using non-noble transition metal co