Efficient and Copper-Free Pd(OAc)2/DABCO-Catalyzed Sonogashira Cross-Coupling Reaction

Jin-Heng Li; Xu-Dong Zhang; Ye-Xiang Xie

doi:10.1055/s-2005-861805

PAPER

Efficient and Copper-Free Pd(OAc)₂/DABCO-Catalyzed Sonogashira Cross-Coupling Reaction

Jin-Heng Li*, Xu-Dong Zhang, Ye-Xiang Xie
Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, P. R. of China
Fax: +86(731)8872260; e-Mail: jhli@hunnu.edu.cn;

Abstract

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Abstract

An efficient and copper-free palladium-catalyzed Sonogashira cross-coupling reaction protocol is presented. In the presence of 3 mol% of Pd(OAc)₂ and 6 mol% of DABCO, cross-coupling of various aryl halides (iodides and bromides) with terminal alkynes afforded the corresponding alkynes in moderate to excellent yields. Moreover, high TONs (turnover numbers, up to 720 000 for the reaction of 1-iodo-4-nitrobenzene with phenylacetylene) for the Sonogashira cross-coupling reaction were observed.

Key words

Pd(OAc)₂/DABCO - Sonogashira cross-coupling reaction - aryl halide - terminal alkyne - turnover number

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Referenzen

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