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Volumn , Issue 14, 2003, Pages 2199-2205

Synthesis of 2,3-Dihydrothieno[2,3-b]-1,4-dithiine, 2,3-Dihydrothieno-[3,2-b]-1,4-oxathiine, 2,3-Dihydrothieno[2,3-b]-1,4-oxathiine and Their Transformation into Corresponding End-Capped Oligomers

Author keywords

Oligothiophenes; Ring closure; Suzuki coupling; Tandem reactions

Indexed keywords

CATALYSIS; CYCLIC VOLTAMMETRY; OLIGOMERS; ULTRAVIOLET RADIATION;

EID: 0142025311     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-41058     Document Type: Article
Times cited : (11)

References (38)
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    • 0142115778 scopus 로고    scopus 로고
    • note
    • Present address: Acreo AB, Bredgatan 34, SE-602 21 Norrköping, Sweden.
  • 3
    • 0142084259 scopus 로고    scopus 로고
    • note
    • Present address: Unit for Organic Chemistry, Department of Biosciences, Karolinska Institute and Södertörn University College, Novum Research Park, SE-141 57 Huddinge, Sweden.
  • 4
    • 0142020467 scopus 로고    scopus 로고
    • note
    • Present address: AstraZeneca R&D, SE-151 85 S̈dertälje, Sweden..
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    • 0142020466 scopus 로고    scopus 로고
    • note
    • 7. For instance, TOT3T 29 is a terthiophene, which is end-capped with thioxano rings.
  • 21
    • 0142084258 scopus 로고    scopus 로고
    • note
    • A literature search with Beilstein Commander and Scifinder Scholar in May 2003 found 20 substances containing 5 as a substructure, other than those reported by us in preliminary communications. Only 3 of these contain a peripheral ethylenedithio bridge. No compound with the substructure 6 was found, and only 3 compounds based on 7.
  • 25
    • 0001126694 scopus 로고
    • 3-Methoxythiophene (10) is commercially available, but it can also be readily synthesized from 3-bromothiophene: Keegstra, M. A.; Peters, T. H. A.; Brandsma, L. Synth. Commun. 1990, 20, 213.
    • (1990) Synth. Commun. , vol.20 , pp. 213
    • Keegstra, M.A.1    Peters, T.H.A.2    Brandsma, L.3
  • 26
    • 0034743041 scopus 로고    scopus 로고
    • The NMR shifts of the thiophene protons of the main product are more consistent with the structure 13 than with 12. The aromatic part of the spectrum resembles the spectrum for 16, which is similar to 13, but the shift for the 2-proton is considerable higher than for the 2-proton in 3-methoxythiophene 10 and other 3-alkoxythiophenes. For spectral data for a derivative of 12, see:Chaffin, J. D. E.; Barker, J. M.; Huddleston, P. R. J. Chem. Soc., Perkin. Trans. 1 2001, 1398.
    • (2001) Chem. Soc., Perkin. Trans. 1 , pp. 1398
    • Chaffin, J.D.E.1    Barker, J.M.2    Huddleston, P.R.J.3
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    • (b) Stoyanovich, F. M.; Federov, B. P. Zh. Org. Khim. 1965, 1, 1282; Chem. Abstr. 1965, 63, 16288h.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.