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Synfacts 2010(12): 1360-1360  
DOI: 10.1055/s-0030-1258937
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Highly Selective Synthesis of Dibenzo[a,c]cyclooctatetraenes

Contributor(s): Timothy M. Swager, Youhei Takeda
H.-j. Zhang, J. Wei, F. Zhao, Y. Liang, Z. Wang, Z. Xi*
Beijing National Laboratory for Molecular Science, Peking University, Beijing and Shanghai Institute of Organic Chemistry, P. R. of China
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Publication History

Publication Date:
22 November 2010 (online)

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Significance

Dibenzocyclooctatetraenes (DBCOTs) constitute a class of intriguing compounds because of its anti-aromaticity and bent structure. Nevertheless, selective synthesis of DBCOTs remains challenging. Herein, a straightforward and selective synthesis of [a,c]-DBCOTs 3 through palladium-catalyzed fomal [4+4] homo-annulation reaction of borylalkenyl iodobenzenes 2, which are readily prepared by stereoselective cross-coupling of 1,1-diborylalkenes 1, is communicated.