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Hydrocarboxylation of Allenes with CO2 Catalyzed by Silyl Pincer-Type Palladium Complex

Jun Takaya and Nobuharu Iwasawa*

*Department of Chemistry, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8551, Japan, Email: niwasawachem.titech.ac.jp

J. Takaya, N. Iwasawa, J. Am. Chem. Soc., 2008, 130, 15254-15255.

DOI: 10.1021/ja806677w


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Abstract

A tridentate PSiP pincer-type palladium complex-catalyzed hydrocarboxylation of allenes under carbon dioxide gives synthetically useful β,γ-unsaturated carboxylic acids. This novel CO2-fixation proceeds via hydropalladation of allenes, followed by regioselective nucleophilic addition to CO2 in the presence of an appropriate reducing agent. Esters, carbamates, ketones, and alkenes are tolerated.

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Use of Formate Salts as a Hydride and a CO2 Source in PGeP-Palladium Complex-Catalyzed Hydrocarboxylation of Allenes

C. Zhu, J. Takaya, N. Iwasawa, Org. Lett., 2015, 17, 1814-1817.

Efficient One-to-One Coupling of Easily Available 1,3-Dienes with Carbon Dioxide

J. Takaya, K. Sasano, N. Iwasawa, Org. Lett., 2011, 13, 1698-1701.


Key Words

hydrocarboxylation


ID: J48-Y2008-3380