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Nickel-Catalyzed Carboxylation of Aryl and Vinyl Chlorides Employing Carbon Dioxide

Tetsuaki Fujihara, Keisuke Nogi, Tinghua Xu, Jun Terao and Yasushi Tsuji*

*Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan, Email: ytsujiscl.kyoto-u.ac.jp

T. Fujihara, K. Nogi, T. Xu, J. Terao, Y. Tsuji, J. Am. Chem. Soc., 2012, 134, 9106-9109.

DOI: 10.1021/ja303514b (free Supporting Information)


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Abstract

A nickel-catalyzed carboxylation of aryl and vinyl chlorides proceeds under a CO2 pressure of 1 atm at room temperature in the presence of nickel catalysts and Mn powder as a reducing agent. Various aryl chlorides and  vinyl chlorides could be converted to the corresponding carboxylic acid in good yields.

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Cobalt- and Nickel-Catalyzed Carboxylation of Alkenyl and Sterically Hindered Aryl Triflates Utilizing CO2

K. Nogi, T. Fujihara, J. Terao, Y. Tsuji, J. Org. Chem., 2015, 80, 11618-11623.


Key Words

aromatic carboxylic acids, manganese


ID: J48-Y2012-1800