Ruthenium-Catalyzed Direct ortho-Alkynylation of Arenes with Chelation 
Assistance

Yusuke Ano; Mamoru Tobisu; Naoto Chatani

doi:10.1055/s-0032-1316556

Synlett, Inhaltsverzeichnis

Synlett 2012; 23(19): 2763-2767
DOI: 10.1055/s-0032-1316556

cluster

Ruthenium-Catalyzed Direct ortho-Alkynylation of Arenes with Chelation Assistance

Yusuke Ano

^aDepartment of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Fax: +81(6)68797396 eMail: chatani@chem.eng.osaka-u.ac.jp

,

Mamoru Tobisu*

^bCenter for Atomic and Molecular Technologies, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Fax: +81(6)68797396 eMail: tobisu@chem.eng.osaka-u.ac.jp

,

Naoto Chatani*

^aDepartment of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Fax: +81(6)68797396 eMail: chatani@chem.eng.osaka-u.ac.jp

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Abstract

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Abstract

The ruthenium-catalyzed direct alkynylation of arenes with the chelation assistance of nitrogen-containing heterocycles including pyridine, pyrimidine, pyrazole, and imidazole are described. The alkynylation is successful even in the presence of an acidic N–H bond. Broad compatibility with functional groups is observed under catalytic conditions. The obtained alkynylated products could serve as precursors for polycyclic heteroarenes.

Key words

ruthenium - alkyne - heteroarene - C–H activation - chelation

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Referenzen

References and Notes

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Zusatzmaterial

Supporting Information