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Synthesis of tricyclic quinazolinones via intramolecular cyclization of 3-(2-aminoalkyl)-2-(phenylamino)quinazolin-4(3H)-ones

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Abstract

Bioactive tricyclic quinazolines class of 3,4-dihydro-1H-pyrimido[2,1-b]quinazolin-6(2H)-ones I and 2,3-dihydroimidazo[2,1-b]quinazolin-5(1H)-ones II were synthesized by the formic acid-catalyzed intramolecular cyclization of 3-(2-aminoalkyl)-2-(phenylamino)quinazolin-4(3H)-ones 1 in high yields. A plausible mechanism of the cyclization step is proposed.

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Acknowledgments

The authors would like to thank Hubei Collaborative Innovation 2011 Project and National Natural Science Foundation of China (21202136) for financial support. The authors are also grateful to the William Paterson University College of Science and Health and Chemistry Department.

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Authors and Affiliations

  1. Hubei Collaborative Innovation Centre for Non-power Nuclear Technology, College of Neuclear Technology & Chemistry and Biology, Hubei University of Science and Technology, Xianning, 437100, China

    Xuhong Yang, Minghu Wu, Shaofa Sun, Haibing Guo & Jian Wang

  2. Bennett Department of Chemistry, West Virginia University, Morgantown, WV, 26506, USA

    Changfeng Huang

  3. Department of Chemistry, William Paterson University, 300 Pompton Rd, Wayne, NJ, 07470, USA

    John Lee & Yalan Xing

Authors
  1. Xuhong Yang
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  2. Minghu Wu
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  3. Shaofa Sun
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  4. Changfeng Huang
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  5. Haibing Guo
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  6. Jian Wang
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  7. John Lee
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  8. Yalan Xing
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Corresponding author

Correspondence to Yalan Xing.

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Yang, X., Wu, M., Sun, S. et al. Synthesis of tricyclic quinazolinones via intramolecular cyclization of 3-(2-aminoalkyl)-2-(phenylamino)quinazolin-4(3H)-ones. Mol Divers 20, 551–556 (2016). https://doi.org/10.1007/s11030-015-9636-9

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  • DOI: https://doi.org/10.1007/s11030-015-9636-9

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