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An efficient route to highly functionalized benzene derivatives by rhodium-catalyzed dimerization of diynes

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Abstract

An intermolecular efficient dimerization of diynes via Rh-catalyzed cycloaddition is presented. This protocol allows for the expedient synthesis of structurally diverse benzene derivatives, which retain an alkyne unit for post-functionalization to realize molecules with potential medicinal value and extended molecular complexity. The transformation is carried out in toluene and employs Rh(COD)2OTf3 as the metal source. Diversely decorated diynes tethered by nitrogen atom and ester were compatible with these conditions and furnished substituted benzenes with excellent selectivity.

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Acknowledgements

We are grateful to the support from the National Natural Science Foundation of China (21701148), the Startup Fund for PhDs of Natural Scientific Research of Zhengzhou University of Light Industry (to X. F.) and Key Projects of Colleges and Universities in Henan Province (no. 17A150053).

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Correspondence to Fen Xu or Yan-Yu Meng.

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Xu, F., Song, YY., Kang, WF. et al. An efficient route to highly functionalized benzene derivatives by rhodium-catalyzed dimerization of diynes. Chem. Pap. 72, 1363–1368 (2018). https://doi.org/10.1007/s11696-018-0391-0

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  • DOI: https://doi.org/10.1007/s11696-018-0391-0

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