87489-85-8

Basic information

• Product Name: (2-bromophenyl)([1,3]dioxolo[4,5-g]isoquinolin-5-yl)methanone
• Synonyms: (2-bromophenyl)([1,3]dioxolo[4,5-g]isoquinolin-5-yl)methanone
• CAS NO: 87489-85-8
• Molecular Weight: 356.175
• Mol File: 87489-85-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2-bromophenyl)([1,3]dioxolo[4,5-g]isoquinolin-5-yl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2-bromophenyl)([1,3]dioxolo[4,5-g]isoquinolin-5-yl)methanone(87489-85-8)
• EPA Substance Registry System: (2-bromophenyl)([1,3]dioxolo[4,5-g]isoquinolin-5-yl)methanone(87489-85-8)

Safety Data

• Hazardous Substances Data: 87489-85-8(Hazardous Substances Data)

Upstream product

• 1432725-70-6 (2-bromophenyl)(6,7-methylenedioxyisoquinolin-1-yl)acetonitrile 
• 1432725-49-9 1-iodo-6,7-(methylenedioxy)isoquinoline 
• 24188-76-9 [1,3]dioxolo[4,5-g]isoquinolin-5(6H)-one 
• 269-44-3 papraline 
• 26767-16-8 2-(2-bromophenyl)-2-oxoacetic acid 
• 2142-69-0 2-bromophenyl methyl ketone 
• 120-57-0 piperonal 
• 54879-81-1 (2H-1,3-benzodioxol-5-ylmethyl)(2,2-dimethoxyethyl)amine 
• 39964-90-4 N-(2,2-dimethoxyethyl)-N-<(3,4-methylenedioxyphenyl)methyl>-p-toluenesulfonamide 
• 87201-30-7 N-<-2-(3,4-methylenedioxyphenyl)ethyl>-2'-bromophenylacetamide 
• 87201-31-8 1-(2'-bromobenzyl)-3,4-dihydro-6,7-methylenedioxyisoquinoline 
• 18698-97-0 ortho-bromophenylacetic acid 
• 76525-21-8 (2-bromophenyl)(7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methanone 
• 1484-85-1 3,4-methylenedioxyphenylethylamine 

Downstream Products

• 475-75-2 liriodenine 
• 87489-86-9 1-(2'-bromo-α-hydroxybenzyl)-6,7-methylenedioxyisoquinoline 

Relevant articles and documents

Visible-Light-Triggered, Metal- and Photocatalyst-Free Acylation of N-Heterocycles

A photoinduced acylation of N-heterocycles is explored. This visible-light triggered reaction occurs not only under extremely mild reaction conditions, but also does not require the presence of a photosensitizer. The mechanistic studies suggest formation of EDA complexes prompt to harness the energy from visible-light. Compatibility with a large panel of α-keto acids as acyl precursors and an array of N-heterocycles clearly showcase the synthetic potential of this handy and green acylation protocol. (Figure presented.).

Direct conversion of 1-(2-bromobenzoyl)isoquinolines to dibenzo[ de,g ]quinolin-7-ones via reductive photocyclization

A series of A/D-ring substituted dibenzo[de,g]quinolin-7-ones was produced from the corresponding isoquinolinones and (2-bromophenyl)acetonitriles in four steps. This represents a convenient approach toward the synthesis of tetracyclic alkaloids. A direct conversion of 1-(2-bromobenzoyl)isoquinolines to dibenzo[de,g]quinolin-7-ones is the key step in the total synthesis. The yield of the reductive photocyclization depends on the position of the substituents at the isoquinolyl ring and the phenyl group. The mechanism of the reductive photocyclization is also discussed.