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New tandem cyclo‐ and/or addition reactions between N ‐arylisoindolines with benzyne and dimethyl acetylenedicarboxylate
Author(s) -
Aly Ashraf A.,
Hassan Alaa A.,
ElShaieb Kamal M.,
ElEmary Talaat I.
Publication year - 2010
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.428
Subject(s) - dimethyl acetylenedicarboxylate , aryne , chemistry , tandem , medicinal chemistry , aryl , acetylenedicarboxylate , organic chemistry , cycloaddition , catalysis , materials science , alkyl , composite material
AbstractReaction of N ‐arylisoindolines with benzyne afforded predominantly 10‐arylisoindolo[2,1‐ f ]phenanthridines. On the other hand, N ‐arylisoindolines react with dimethyl acetylenedicarboxylate to give dimethyl 2‐(2‐aryl‐2 H ‐isoindol‐1‐yl)fumarates. Possible reaction mechanisms are discussed. J. Heterocyclic Chem., (2010).