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l-Proline catalyzed facile and efficient synthesis of functionalized indol-3-yl pyran derivatives by multi-component reactions

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Abstract

A simple and green synthetic method for preparation of functionalized indol-3-yl pyran derivatives was developed. The reactions were carried out by one-pot three-component synthesis of 3-cyanoacetyl indoles, malononitrile/cyanoacetate and various aldehydes/isatins/acenaphthenequinone in the presence of catalytic amount of l-proline. The advantages of this method included straightforward processing, excellent yields, broad substrate scope and environmental friendliness.

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Acknowledgements

This work was partially supported by Innovation Project of Xuzhou Medical College; Collaborative Innovation Center of Tumor Biological Treatment; Key Laboratory of Organic Synthesis of Jiangsu Province (KJS1010).

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    Authors and Affiliations

    1. Department of Chemistry, School of Pharmacy, Xuzhou Medical University, Xuzhou, 221004, China

      Jing Wang, Hongzhi Liu, Ren Wen & Songlei Zhu

    2. Shenzhen College of International Education, Shenzhen, 518048, China

      Zexin Zhu

    3. Zhengda Tianqing Pharmaceutical Group Co. LTD, Lianyungang, 222062, China

      Jie Li

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    1. Jing Wang
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    Correspondence to Songlei Zhu.

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    Jing Wang, Hongzhi Liu and Ren Wen have contributed equally to this work.

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    Wang, J., Liu, H., Wen, R. et al. l-Proline catalyzed facile and efficient synthesis of functionalized indol-3-yl pyran derivatives by multi-component reactions. Res Chem Intermed 43, 4575–4583 (2017). https://doi.org/10.1007/s11164-017-2897-4

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