Rhodium-catalyzed C3-selective alkenylation of substituted thiophene-2-carboxylic acids and related compounds.

Abstract

The regioselective C3-alkenylation of thiophene-2-carboxylic acids can be achieved effectively via rhodium/silver-catalyzed oxidative coupling with alkenes, unaccompanied by decarboxylation. A wide range of substrates including brominated thiophenecarboxylic acids and furan-2-carboxylic acids can be employed together with styrenes as well as acrylates. The present catalyst system is also applicable to ortho-alkenylation of benzoic acids.

DOI: 10.1021/jo4011969

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Cite this paper

@article{Iitsuka2013RhodiumcatalyzedCA, title={Rhodium-catalyzed C3-selective alkenylation of substituted thiophene-2-carboxylic acids and related compounds.}, author={Tomonori Iitsuka and Petra Schaal and Koji Hirano and Tetsuya Satoh and Carsten Bolm and Masahiro Miura}, journal={The Journal of organic chemistry}, year={2013}, volume={78 14}, pages={7216-22} }