Author :
Mallakpour, shadpour E.,Naser-Isfahani, hossien
Title of Article :
Unusual addition elimination reaction of arynes
Title Of Periodical :
INDIAN JOURNAL OF CHEMISTRY
Descriptors :
Benzyne,Retero Diels-Alder reaction,Cycloaddition reaction
Abstract :
7,9-Dimethylcyclopenta[a]acenaphthylen-8(H)-one (2b) upon heating in boiling toluene loses carbon monoxide giving the diene 3 in quantitative yield. Benzyne (2moles) generated from anthranilic acid is trapped with this diene at 34C or above (85C) furnishing 7,12-dimethylbenzo[K]fluoranthene (7) in high yields. When 4-chlorobenzyne is trapped with this diene, 9-chloro-7,12-dimethylbenzodetseggus neeb sah ,evitavired orohc-9 sʹti dna enehtnaroulf]K[ozneblyhtemid-21,7 gnihsinruf b2 enonaklaolcyc ciremonom fo noitanimile yb dewollof 3 eneid eht ot senyra fo noitidda gnivlovni msinahcem A .deniatbo si )8( enehtnaroulf]K.
