대한화학회지 (Journal of the Korean Chemical Society)

  • 제45권4호
  • /
  • Pages.318-324
  • /
  • 2001
  • /
  • 1017-2548(pISSN)
  • /
  • 2234-8530(eISSN)
대한화학회 (Korean Chemical Society)
권호 표지

Pyrazolylquinoxaline류 및 Pyrazolylpyrrolo[1,2-a]-quinoxaline류의 합성

Synthesis of Pyrazolylquinoxalines and Pyrazolylpyrrolo[1,2-a]-quinoxalines

  • 김호식 (대구가톨릭대학교 자연과학대학 화학과) ;
  • 이성욱 (대구가톨릭대학교 자연과학대학 화학과) ;
  • 정원영 (대구가톨릭대학교 자연과학대학 화학과) ;
  • 한성욱 (경운대학교 환경공학과) ;
  • 김동일 (경운대학교 환경공학과) ;
  • Kim, Ho Sik (Department of Chemistry, Catholic University of Taegu) ;
  • Lee, Seong Uk (Department of Chemistry, Catholic University of Taegu) ;
  • Jeong, Won Young (Department of Chemistry, Catholic University of Taegu) ;
  • Han, Sung Wook (Department of Environmental Engineering, Kyungwoon University) ;
  • Kim, Dong Il (Department of Environmental Engineering, Kyungwoon University) ;
  • Yoshihisa Kurasawa (School of Pharmaceutical Sciences, Kitasato University)
  • 발행 : 20010800
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초록

6-Chloro-2-hydrazinoquinoxaline(4) 또는 6-chloro-hydrazinoquinoxaline 4-oxide(7)를 alkyl(ethoxymethylene)cyanoacetate류와 반응시켜 prazolylquinoxaline류(5,8)를 합성하였다. 그리고 화합물 8을 dimethyl acethylenedicarboxylate와 반응시켜 1,3-쌍극성 고 리와 첨가반응과 고리변환에 의하여 pyrazolylpyrrolo[1,2-a]quinoxaline류(9)를 합성하였다.

The reaction of 6-chloro-2-hydrazinoquinoxaline(4) or 6-chloro-2-hydrazinoquinoxaline 4-oxide(7) with alkyl (ethoxymethylene)cyanoacetates gave pyrazolylquinoxalines(5, 8). The reaction of compounds 8 with dimethyl acetylenedicarboxylate resulted in the 1,3-dipolar cycloaddition reaction and then ring transformation to afford pyrazolylpyrrolo[1,2-a]quinoxalines(9).

키워드

참고문헌

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  2. The Chemistry of Heterocyclic Compounds, Condensed Pyrazines Cheeseman, C. W. H.; Cookson, R. F.(Weissberger, A., Taylor, E. C., Eds.)
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  4. J. Heterocyclic Chem. v.26 Kim, H. S.; Kurasawa, Y.; Takada, A.
  5. J. Heterocyclic Chem. v.27 Kim, H. S.; Kurasawa, Y.; Yoshii, C.; Masuyama, M.; Takada, A.; Okamoto, Y.
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  8. J. Am. Chem. Soc. v.73 Jones, R. G.
  9. J. Am. Chem. Soc. v.74 Jones, R. G.
  10. Organic Syntheses v.3 Horning, E. C.(W. E., Reed, L. J., Eds.)
  11. J. Heterocyclic Chem. v.27 Kim, H. S.; Kurasawa, Y.; Yoshii, C.; Masuyama, M.; Takada, A.; Okamoto, Y.