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Annelated Isoindoles with an 18π‐Electron System
Author(s) -
Kreher Richard P.,
Hildebrand Thomas
Publication year - 1987
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198712621
Subject(s) - pyrrole , naphthalene , reactivity (psychology) , chemistry , bridging (networking) , ring (chemistry) , medicinal chemistry , organic chemistry , computer science , medicine , computer security , alternative medicine , pathology
The isoindoles 1 and 2 can be regarded as radialenes of naphthalene —stabilized by bridging with alkylimino groups. Their differences in structure are manifested in their reactivity: W‐methylmaleiimide reacts with a pyrrole ring of 1, but not at all with 2. On the other hand, tetramethyldehydrobenzene reacts with 1 and 2 to give 2:1 cycloadducts (R t Bu).