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Volumn 69, Issue 17, 2004, Pages 5646-5651

Novel tandem hydration/cyclodehydration of α-thiocyanatoketones to 2-oxo-3-thiazolines. Application, to thiazolo[5,4-c]quinoline-2}4(3aH,5H)-dione synthesis

Author keywords

[No Author keywords available]

Indexed keywords

KETONES; SYNTHESIS (CHEMICAL); WATER;

EID: 4043148446     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0493370     Document Type: Article
Times cited : (46)

References (29)
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    • (b) Albaugh, P. U.S. Patent 5 182 290, 1993; Chem. Abstr. 1993, 119, 49380.
    • (1993) Chem. Abstr. , vol.119 , pp. 49380
    • Albaugh, P.1
  • 7
    • 84944070430 scopus 로고    scopus 로고
    • Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Shinkai, I., Eds.; Elsevier Science: New York
    • Dondoni, A.; Merino, P. Thiazoles. In Comprehensive Heterocyclic Chemistry II; Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Shinkai, I., Eds.; Elsevier Science: New York, 1996; Vol. 3, pp 373-474.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.3 , pp. 373-474
    • Dondoni, A.1    Merino, P.T.2
  • 13
    • 0242513074 scopus 로고
    • Hydrochloric acid: (a) Zil'berinan, E. N.; Lazaris, A. Y. J. Gen. Chem. USSR 1963, 33, 1012-1014. Advanced Organic Chemistry, 5th ed.; Smith, M. B., March, J., Eds.; Wiley-Interscience: New York, 2001; p 1179.
    • (1963) J. Gen. Chem. USSR , vol.33 , pp. 1012-1014
    • Zil'berinan, E.N.1    Lazaris, A.Y.2
  • 14
    • 4043088649 scopus 로고    scopus 로고
    • Smith, M. B., March, J., Eds.; Wiley-Interscience: New York
    • Hydrochloric acid: (a) Zil'berinan, E. N.; Lazaris, A. Y. J. Gen. Chem. USSR 1963, 33, 1012-1014. Advanced Organic Chemistry, 5th ed.; Smith, M. B., March, J., Eds.; Wiley-Interscience: New York, 2001; p 1179.
    • (2001) Advanced Organic Chemistry, 5th Ed. , pp. 1179
  • 22
    • 4043094317 scopus 로고    scopus 로고
    • note
    • Please see Supporting Information.
  • 24
    • 33845557071 scopus 로고
    • We were not able to confirm the proposed structure of the byproduct A by means of isolation or spectroscopic characterization. It is noteworthy that sulfenic acids are extremely reactive species: Davis, F. A.; Jenkins, R. H., Jr.; Rizvi, S. Q. A.; Yocklovich, S. G. J. Am. Chem. Soc. 1981, 46, 3467-3474.
    • (1981) J. Am. Chem. Soc. , vol.46 , pp. 3467-3474
    • Davis, F.A.1    Jenkins Jr., R.H.2    Rizvi, S.Q.A.3    Yocklovich, S.G.4
  • 25
    • 4043126951 scopus 로고    scopus 로고
    • note
    • All synthesized [1,3]thiazolo[5,4-c]quinoline-2,4(3aH,5H)-diones 4 gave satisfactory elemental analysis with the range of C ± 0.28%, N ± 0.29%, and S ± 0.30%.
  • 29
    • 4043088648 scopus 로고
    • U.S. Patent 3 025 299, 1962
    • (c) Pfister, R.; Hafliger, F., U.S. Patent 3 025 299, 1962; Chem. Abstr. 1962, 57, 12444e.
    • (1962) Chem. Abstr. , vol.57
    • Pfister, R.1    Hafliger, F.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.