Synthesis of Dibenzo[a,e]cyclooctene-5,11(6H,12H)-diones via the Elusive Benzocyclobutenone Anion

Abstract We reported here a facile synthesis of dibenzo[ a , e ]cyclo­octene-5,11(6 H ,12 H )-diones via dimerization of benzocyclobutenones in the presence of simple base via the elusive benzocyclobutenone anion­. The temperature effect played a crucial role in the dimerization reaction­. Further s...

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Veröffentlicht in:Synthesis (Stuttgart) 2021-12, Vol.53 (23), p.4477-4483
Hauptverfasser: Huang, Yingchao, Chen, Jun, Liu, Yu, Lu, Ping
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract We reported here a facile synthesis of dibenzo[ a , e ]cyclo­octene-5,11(6 H ,12 H )-diones via dimerization of benzocyclobutenones in the presence of simple base via the elusive benzocyclobutenone anion­. The temperature effect played a crucial role in the dimerization reaction­. Further synthesis of 5,11-disubstituted dibenzo[ a , e ]cyclo­octenes (dibenzo[ a , e ][8]annulenes) from dibenzo[ a , e ]cyclooctene-5,11(6 H ,12 H )-diones was also explored.
ISSN:0039-7881
1437-210X
DOI:10.1055/a-1545-7706