21868-89-3

Basic information

• Product Name: 1(2H)-Isoquinolinone, 3,4-dihydro-2-methyl-3-phenyl-
• CAS NO: 21868-89-3
• Molecular Formula: C16H15NO
• Molecular Weight: 237.301
• Mol File: 21868-89-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1(2H)-Isoquinolinone, 3,4-dihydro-2-methyl-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1(2H)-Isoquinolinone, 3,4-dihydro-2-methyl-3-phenyl-(21868-89-3)
• EPA Substance Registry System: 1(2H)-Isoquinolinone, 3,4-dihydro-2-methyl-3-phenyl-(21868-89-3)

Safety Data

• Hazardous Substances Data: 21868-89-3(Hazardous Substances Data)

Upstream product

• 98-86-2 acetophenone 
• 16114-06-0 N-Methyl-N-(1-phenylethenyl)benzamide 
• 10557-01-4 (E)-N-(α-methylbenzylidene)methylamine 
• 22978-34-3 (2-methyl-phenyl)-(morpholin-4-yl)methanone 
• 106-95-6 allyl bromide 
• 25521-74-8 N-benzylidenemethylamine 
• 2728-04-3 N,N-diethyl-ortho-toluamide 
• 75-77-4 chloro-trimethyl-silane 
• 34497-10-4 2-methyl-3-phenylisoquinolin-1(2H)-one 
• 60734-32-9 (3S*,4R*)-2-methyl-1-oxo-3-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid 
• 60734-32-9 (3S*,4S*)-2-methyl-1-oxo-3-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid 

Relevant articles and documents

Photodecarboxylation of arylacetic acids

Arylacetic acids, when the carboxyl group is at a secondary or tertiary carbon, are decarboxylated in considerable yields on irradiation of their aqueous alkaline solutions with 254 nm light, while the corresponding free acids are not decarboxylated. Together with the simple decarboxylation reaction (type A), two other side reactions, oxidative decarboxylation (type B) and decarboxylative dimerization (type C), were observed for some compounds, particularly when > 290 nm light was used. The observation of high-yield decarboxylation of angularly substituted phenanthridone derivatives suggests that the above photodecarboxylation reaction would be a useful synthetic tool, if the substrate is appropriately designed.

Condensation of laterally lithiated o-methyl and o-ethyl benzamides with imines mediated by (-)-sparteine. Enantioselective synthesis of tetrahydroisoquinolin-1-ones

The first asymmetric synthesis of tetrahydroisoquinolin-1-ones using a (-)-sparteine-mediated lateral metalation-imine addition sequence to furnish 3-phenyl tetrahydroisoquinolinones 3a with enantioselectivities up to 81% ee is described (Scheme 4). For amide 7b, imine addition products 10 and 11 have been obtained with high diastereoselectivities (91-97% de) and enantioselectivities (91-98% ee) (Scheme 8).

Regiochemistry in aryl radical cyclisations (5-exo versus 6-endo) of N-vinylic 2-iodobenzamides

Bu3SnH-mediated aryl radical cyclisations of a range of N-vinylic 2-iodobenzamides 10 were examined. The enamides 10a-d gave exclusively the 5-exo cyclisation products 11a-d, whereas the enamides 10e,f having a phenyl substituent on the vinylic carbon ato