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Access to polysubstituted indoles or benzothiophenes via palladium-catalyzed cross-coupling of furfural tosylhydrazones with 2-iodoanilines or 2-iodothiophenols. | LitMetric
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Access to polysubstituted indoles or benzothiophenes via palladium-catalyzed cross-coupling of furfural tosylhydrazones with 2-iodoanilines or 2-iodothiophenols.

Biaolin Yin Xiaoyu Zhang Xiaoting Zhang Hui Peng Wen Zhou Bo Liu Huanfeng Jiang

Chem Commun (Camb)

School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. China.

Published: April 2015

Palladium-catalyzed cross-coupling of furfural tosylhydrazones with 2-iodoanilines or 2-iodothiophenols produces polysubstituted indoles or benzothiophenes, respectively. The reaction proceeds through 2-furylmethylene palladium iodide intermediates, which undergo furan ring opening followed by ring closure to form indoles or benzothiophenes. This reaction will expand the synthetic applications of furfural derivatives.

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http://dx.doi.org/10.1039/c5cc00267bDOI Listing

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