Synthesis of Dibenzo[a,e]cyclooctene-5,11(6H,12H)-diones via the Elusive Benzocyclobutenone Anion-Reference-Cited by-同舟云学术

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

Published:2021-07-07 Issue:23 Volume:53 Page:4477-4483
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Liu Yu¹,Lu Ping²^ORCID,Huang Yingchao¹,Chen Jun²

Affiliation:

1. College of Chemistry and Life, Advanced Institute of Materials Science, Changchun University of Technology

2. Department of Research Center for Molecular Recognition and Synthesis, Department of Chemistry, Fudan University

Abstract

AbstractWe reported here a facile synthesis of dibenzo[a,e]cyclooctene-5,11(6H,12H)-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(6H,12H)-diones was also explored.

Funder

National Natural Science Foundation of China

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1545-7706.pdf

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