107209-64-3

Basic information

• Product Name: (2-methylphenanthridin-6-yl)(phenyl)methanone
• Synonyms: (2-methylphenanthridin-6-yl)(phenyl)methanone
• CAS NO: 107209-64-3
• Molecular Weight: 297.356
• Mol File: 107209-64-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (2-methylphenanthridin-6-yl)(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2-methylphenanthridin-6-yl)(phenyl)methanone(107209-64-3)
• EPA Substance Registry System: (2-methylphenanthridin-6-yl)(phenyl)methanone(107209-64-3)

Safety Data

• Hazardous Substances Data: 107209-64-3(Hazardous Substances Data)

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 134-81-6 benzil 
• 1428264-89-4 2-isocyano-5-methyl-1,1'-biphenyl 
• 100-51-6 benzyl alcohol 
• 98-86-2 acetophenone 
• 63468-90-6 phenylglyoxylic acid potassium salt 
• 611-73-4 Benzoylformic acid 
• 1428264-96-3 C₁₄H₁₃NO 
• 100-52-7 benzaldehyde 
• 42308-28-1 2-amino-5-methylbiphenyl 
• 98-80-6 phenylboronic acid 
• 583-68-6 2-bromo-p-toluidine 
• 6394-69-0 1-phenyl-2-(p-tolylimino)ethanone 
• 107209-61-0 (2-Methyl-5,6,6a,7,8,10a-hexahydro-phenanthridin-6-yl)-phenyl-methanone 

Relevant articles and documents

Direct photoexcitation of benzothiazolines: Acyl radical generation and application to access heterocycles

An acyl radical generation and functionalization strategy through direct photoexcitation of benzothiazolines has been developed. The formed acyl radical species can either be trapped by quinoxalin-2-ones to realize their C(3)-H functionalization or trigger a cascade radical cyclization with isonitriles to synthesise biologically important phenanthridines. The synthetic value of this protocol can be further illustrated by the modification of quinoxalin-2-ones, containing important natural products and drug-based complex molecules.

Synthesis of 6-aroyl phenanthridines by Fe-catalyzed oxidative radical cyclization of 2-isocyanobiphenyls with benzylic alcohols

A practical method for the synthesis of 6-aroyl phenanthridine derivatives by Fe-catalyzed oxidative radical cyclization of 2-isocyanobiphenyls with benzylic alcohols is described. In addition, this cyclization could be occurred by using toluene as aroyl source. The procedure tolerates various functional groups under simple conditions. A single-electron-transfer pathway is proposed according to mechanistic studies.

6-Aroylated phenanthridines via base promoted homolytic aromatic substitution (BHAS)

Readily accessible 2-isocyanobiphenyls react with aromatic aldehydes via base promoted homolytic aromatic substitution (BHAS) to give 6-aroylated phenanthridines. Reactions occur via addition of acyl radicals to the isonitrile functionality and subsequent intramolecular BHAS of the intermediate imidoyl radicals. Initiation of the radical chain reaction is best achieved with small amounts of FeCl3 (0.4 mol %), and the commercially available and cheap tBuOOH is used as the oxidant.