Quinolone analogues 12: Synthesis and tautomers of 2-substituted 4-quinolones and related compounds

Yoshihisa Kurasawa, Kiminari Yoshida, Naoki Yamazaki, Kotoji Iwamoto, Yoshihiko Hamamoto, Eisuke Kaji, Kenji Sasaki, Yoshito Zamami

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5 Citations (Scopus)

Abstract

The 4-quinolone-2-carboxylates 4a,b were converted into the 4-quinolone-2-carbohydrazides 5a,b, hydrazones 6,7,10, and related compounds 8,9,11. The 4-methoxyquinoline-2-carboxylate 12 was also transformed into the 4-methoxyquinoline-2-carbohydrazide 13, which was modified to the hydrazone 14 and related compound 15. The antimicrobial activities of compounds 6b and 14 are described together with the 4-oxo and 4-hydroxy tautomers of compounds 4-11 in deuteriodimethyl sulfoxide and deuteriotrifluoroacetic acid.

Original languageEnglish
Pages (from-to)1323-1331
Number of pages9
JournalJournal of Heterocyclic Chemistry
Volume49
Issue number6
DOIs
Publication statusPublished - Nov 2012

ASJC Scopus subject areas

  • Organic Chemistry

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    Kurasawa, Y., Yoshida, K., Yamazaki, N., Iwamoto, K., Hamamoto, Y., Kaji, E., Sasaki, K., & Zamami, Y. (2012). Quinolone analogues 12: Synthesis and tautomers of 2-substituted 4-quinolones and related compounds. Journal of Heterocyclic Chemistry, 49(6), 1323-1331. https://doi.org/10.1002/jhet.922