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Synthesis of isoflavones by room-temperature nickel-catalyzed cross-couplings of 3-iodo(bromo)chromones with arylzincs

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Abstract

A new concise, facile method for synthesis of isoflavones was accomplished in moderate to good yields for 3-iodochromones or 3-bromochromones and arylzinc bromides via Negishi cross-coupling reaction catalyzed by \(\hbox {NiCl}_{2}/\hbox {PPh}_{3}\) or \(\hbox {NiCl}_{2}(\hbox {PPh}_{3})_{2}\) at room temperature. The Isoflavone core was synthesized in four steps in good yield, starting from commercially available 2-hydroxyacetophenone and aromatic bromide. Three steps of the procedure were carried out at room temperature.

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Acknowledgments

This research was supported by the National Natural Science Foundation of China (No: 21372150), the Fundamental Research Funds for the Central Universities (No: GK261001095), and the Science and Innovation Funds of Graduate Programs of Shaanxi Normal University (No: 2009CXS013).

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Authors and Affiliations

  1. Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, National Engineering Laboratory for Resource Development of Endangered Crude Drugs in Northwest of China, and School of Chemistry & Chemical Engineering, Shaanxi Normal University, Xi’an , 710062, People’s Republic of China

    Zunting Zhang, Jinfeng Qiao, Ding Wang, Ling Han & Ru Ding

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  1. Zunting Zhang
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  2. Jinfeng Qiao
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  3. Ding Wang
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  4. Ling Han
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Correspondence to Zunting Zhang.

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Zhang, Z., Qiao, J., Wang, D. et al. Synthesis of isoflavones by room-temperature nickel-catalyzed cross-couplings of 3-iodo(bromo)chromones with arylzincs. Mol Divers 18, 245–251 (2014). https://doi.org/10.1007/s11030-013-9495-1

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