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An efficient synthesis of 1′,4′-dihydro-2′H-spiro[azetidin-2,3′-quinolin]-2′-one

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Abstract

A facile synthesis of 1′,4′-dihydro-2′H-spiro[azetidin-2,3′-quinolin]-2′-one is described. Synthetic highlights include simultaneous construction of azetidine ring by intramolecular alkylation and formation of spirocarbon center in excellent yield plus removal of p-methoxybenzyl (PMB) amide protective group in mild condition with good yield.

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Acknowledgments

This work was financially supported by the Opening Foundation of State Key Laboratory of Bioactive Substance and Function of Natural Medicines (no. GTZK201510) and the Natural Science Foundation of Shandong Province (no. ZR2014BL028).

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Authors and Affiliations

  1. College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao, 266042, People’s Republic of China

    Longjiang Huang, Yuan Tian & Dawei Teng

  2. State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, People’s Republic of China

    Longjiang Huang

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  1. Longjiang Huang
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Correspondence to Dawei Teng.

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Huang, L., Tian, Y. & Teng, D. An efficient synthesis of 1′,4′-dihydro-2′H-spiro[azetidin-2,3′-quinolin]-2′-one. Res Chem Intermed 43, 219–228 (2017). https://doi.org/10.1007/s11164-016-2616-6

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