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Palladium/tetraphosphine catalyzed suzuki cross-coupling of heteroarylboronic acids with aryl halides

✍ Scribed by Isabelle Kondolff; Henri Doucet; Maurice Santelli

Publisher: Journal of Heterocyclic Chemistry
Year: 2008
Tongue: English
Weight: 520 KB
Volume: 45
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570450109

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✦ Synopsis

Abstract

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cis,cis,cis‐1,2,3,4‐Tetrakis(diphenylphosphinomethyl)cyclopentane/[PdCl(C~3~H~5~)]~2~ efficiently catalyses the Suzuki reaction of heteroarylboronic acids with aryl bromides and also the coupling of arylboronic acids with heteroaryl bromides. The coupling of thiophene‐ or benzothiopheneboronic acids, furan‐ or benzofuranboronic acids and 3‐pyridineboronic acid with a variety of aryl bromides gave the corresponding coupling products in good yields. However, in most cases, better results in terms of ratio substrate/catalyst were obtained for the reverse reaction using heteroaryl bromides with arylboronic acids.

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