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Vol. 32 No. 8 (2020): Vol 32 Issue 8, 2020

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Synthesis of Spirohydantoins and Schiff Bases of Indenoquinoxalinones and Indenopyridopyrazinones

https://doi.org/10.14233/ajchem.2020.22679
J.H. Song
Department of Chemistry, Dong-A University, Busan 604-714, Republic of Korea
https://orcid.org/0000-0001-7510-9578
S.M. Bae
Department of Chemistry, Dong-A University, Busan 604-714, Republic of Korea
https://orcid.org/0000-0002-4576-2055
H.Y. Shin
Department of Chemistry, Dong-A University, Busan 604-714, Republic of Korea
https://orcid.org/0000-0002-8101-2358
D.I. Jung
Department of Chemistry, Dong-A University, Busan 604-714, Republic of Korea
https://orcid.org/0000-0003-4915-1494
J.H. Cho
Department of Medical Biotechnology, Dong-A University, Busan 604-714, Republic of Korea

Corresponding Author(s) : J.H. Song

jhsong@dau.ac.kr

Asian Journal of Chemistry, Vol. 32 No. 8 (2020): Vol 32 Issue 8, 2020

Abstract

The main structure of many compounds containing spirohydantoin and Schiff bases of indenoquinoxalines and indenopyridopyrazinones expose valuable pharmacological properties.  Herein, an effective synthesis and stereochemistry of indenoquinoxalinones (2a, 2b+bi~2d+di) and indenopyridopyrazinones (2e+ei~g+gi) via the reaction of ninhydrin with desirable  diamines is reported. We synthesized the corres-ponding spirohydantoins (3a, 3b~d and 3bi~di) from synthesized indeno[1,2-b]quinoxalinones and indeno[1,2-b]pyrido[3,2-e]pyrazinones  with the standard Bucherer-Bergs conditions (KCN, ammonium carbonate, acetonitrile, refluxing, without NaHSO3). And also synthesized the azomethine analogs (4~8+8i) of tetracyclic  indeno[1,2-b]quinoxalinones as a Schiff base.

Keywords

Spirohydantoin Indenoquinoxalinones Indenopyridopyrazinones Ninhydrin Diamine
Song, J. ., Bae, S. ., Shin, H. ., Jung, D. ., & Cho, J. . (2020). Synthesis of Spirohydantoins and Schiff Bases of Indenoquinoxalinones and Indenopyridopyrazinones. Asian Journal of Chemistry, 32(8), 1925–1930. https://doi.org/10.14233/ajchem.2020.22679
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