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Synthesis 2009(19): 3214-3218  
DOI: 10.1055/s-0029-1216958
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis and Stille Cross-Coupling Reactions of 2-(Tributylstannyl)- and 2,5-Bis(trimethylstannyl)tellurophene

Daniel P. Sweat, Chad E. Stephens*
Department of Chemistry and Physics, Augusta State University, Augusta, GA 30904, USA
Fax: +1(706)4345597; e-Mail: cstephe7@aug.edu;
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Publikationsverlauf

Received 30 March 2009
Publikationsdatum:
21. August 2009 (online)

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Abstract

Herein, we describe the synthesis and Stille cross-coupling reactions of 2-(tributylstannyl)- and 2,5-bis(trimethylstannyl)tellurophene. The reactions were most optimal when using aryl iodides as coupling partners, and a mixed catalyst system consisting of tetrakis(triphenylphosphine)palladium(0) and copper(I) iodide, together with cesium fluoride as additive, in N,N-dimethylform­amide. This is the first reported synthesis and use of stannylated tellurophenes for cross-coupling reactions.

Key words

tellurophene - Stille reaction - cross-coupling - palladium - heterocyclic

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