Author:
McKinnon D. M.,Wong J. Y.
Abstract
A variety of anthracenes react with dibenzoylethylene and diacetylethylene to give substituted bicyclooctadienes as Diels–Alder adducts. Treatment of these with phosphorus pentasulfide gives derivatives of benzenonaphtho[c]thiophenes, which are thiophene analogues of triptycene. Reaction of the anthracenes with dibenzoylacetylene gave substituted bicyclooctatrienes, which on treatment with phosphorus pentasulfide gave inseparable mixtures of the benzenonaphtho[c]thiophenes and benzenonaphtho[c]-furans. Attempted retro Diels–Alder reactions of the thiophenes were unsuccessful.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
13 articles.
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