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Volumn 37, Issue 7, 1996, Pages 983-986

The preparation and Wittig condensations of C-4 thiazole phosphonium methylides

Author keywords

phosphonium salts; thiazole synthesis

Indexed keywords

PHOSPHONIUM DERIVATIVE; THIAZOLE DERIVATIVE;

EID: 0030035001     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(95)02358-5     Document Type: Article
Times cited : (17)

References (33)
  • 14
    • 84943378078 scopus 로고    scopus 로고
    • Thiazoles and their Benzo derivatives
    • Potts, K.T., Ed.; Pergamon Press: New York, 1984
    • For a general review of thiazole chemistry: Metzger, J.V., "Thiazoles and their Benzo Derivatives" in Comprehensive Heterocyclic Chemistry; Potts, K.T., Ed.; Pergamon Press: New York, 1984, Vol. 6, pp. 235-331. Recent additional contributions:
    • Comprehensive Heterocyclic Chemistry , vol.6 , pp. 235-331
    • Metzger, J.V.1
  • 25
    • 0000045148 scopus 로고
    • Halogen displacements by triphenylphosphine have been used for preparation of C-2 and C-4 thiazolylmethyl phosphonium salts as a prelude to Wittig condensations. a) Dondoni, A.; Fantin, G.; Fogagnolo, M.; Medici, A.; Pedrini, P. Tetrahedron 1988, 44, 2021.
    • (1988) Tetrahedron , vol.44 , pp. 2021
    • Dondoni, A.1    Fantin, G.2    Fogagnolo, M.3    Medici, A.4    Pedrini, P.5
  • 28
    • 85030191696 scopus 로고    scopus 로고
    • Starting thioamides are commercially available for production of 4 and 6. Thioamides used in synthesis of 6 and 7 were obtained from the corresponding amides upon treatment with Lawesson's reagent
    • Starting thioamides are commercially available for production of 4 and 6. Thioamides used in synthesis of 6 and 7 were obtained from the corresponding amides upon treatment with Lawesson's reagent.
  • 30
    • 0022532718 scopus 로고
    • b) The synthesis of 4-chloromethylthiazoles has been reported from 1,3-dichloroacetone. Marzoni, G. J. Heterocyclic Chem. 1986, 23, 577.
    • (1986) J. Heterocyclic Chem. , vol.23 , pp. 577
    • Marzoni, G.1
  • 31
    • 85030190327 scopus 로고    scopus 로고
    • Precursor alcohol 3, leading to 7, was obtained as a hygroscopic foam
    • Precursor alcohol 3, leading to 7, was obtained as a hygroscopic foam.
  • 32
    • 85030189910 scopus 로고    scopus 로고
    • Our phosphonium salts 4 - 7 were fully characterized by proton and carbon NMR, infrared, and high-resolution mass spectrometry (CI)
    • Our phosphonium salts 4 - 7 were fully characterized by proton and carbon NMR, infrared, and high-resolution mass spectrometry (CI).
  • 33
    • 85030192644 scopus 로고    scopus 로고
    • note
    • 5 thiazole ring hydrogens were individually distinguished in proton NMR spectra for each E/Z pair (located in the range δ = 6.8 to 7.3). E-olefins showed the expected large vicinal coupling (J = 16 Hz).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.