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Article << Previous     |     Next >>   Contents Vol 65(9)

New Synthesis of Dibenzofulvenes by Palladium-Catalyzed Double Cross-Coupling Reactions

Masaki Shimizu A C , Ikuhiro Nagao A , Shin-ichi Kiyomoto A and Tamejiro Hiyama A B

A Department of Materials Chemistry, Graduate School of Engineering, Kyoto University Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
B Current address: Research & Development Initiative, Chuo University, 1-13-27, Kasuga, Bunkyo-ku, Tokyo 112-8551, Japan.
C Corresponding author. Email: m.shimizu@hs2.ecs.kyoto-u.ac.jp

Australian Journal of Chemistry 65(9) 1277-1284 http://dx.doi.org/10.1071/CH12060
Submitted: 31 January 2012  Accepted: 22 February 2012   Published: 13 April 2012


 
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Abstract

Palladium-catalyzed double cross-coupling reactions of 1,1-bis(pinacolato)borylalk-1-enes with 2,2′-dibromobiaryls and of 9-stannafluorenes with 1,1-dibromoalk-1-enes have been demonstrated to serve as new synthetic methods for dibenzofulvenes.





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[10]  In ref. [8d], two examples of the annulation using 7 and 1,1-dibromoalk-1-enes were preliminarily reported.

[11]  To the best of our knowledge, this is the first synthesis of dinaphthofulvenes of type 4e.


   
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