Synlett 2014; 25(15): 2184-2188
DOI: 10.1055/s-0034-1378561
letter
© Georg Thieme Verlag Stuttgart · New York

One-Pot Cross-Coupling of Diborylmethane for the Synthesis of Dithienyl­methane Derivatives

Kohei Endo*
a   Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma, Kanazawa 920-1192, Japan   Fax: +81(76)2645698   Email: kendo@se.kanazawa-u.ac.jp   Email: tshibata@waseda.jp
b   PRESTO, Japan Science and Technology Agency (JST), 4-1-8 Honcho Kawaguchi, Saitama 332-0012, Japan
,
Takafumi Ishioka
c   Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Shinjuku, Tokyo 169-8555, Japan
,
Takanori Shibata*
c   Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Shinjuku, Tokyo 169-8555, Japan
› Author Affiliations
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Publication History

Received: 13 June 2014

Accepted after revision: 07 July 2014

Publication Date:
21 August 2014 (online)


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Abstract

The one-pot palladium-catalyzed Suzuki–Miyaura cross-coupling reaction of a diborylmethane with bromothiophene derivatives realized the synthesis of various dithienylmethane derivatives. Cyclopentadithiophenes, which are promising compounds in material science, can be obtained in good yields. The in situ generation of an unstable thienylmethylboronate is a key step for the present reaction.

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