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Volumn 52, Issue 47, 1996, Pages 14975-14988

Indole-3-pyruvic acid oxime ethers and thieno analogues by heck cyclisation. Application to the synthesis of thia-tryptophans

Author keywords

[No Author keywords available]

Indexed keywords

INDOLE DERIVATIVE; PYRROLE DERIVATIVE; THIENO[2,3 B]PYRROLE DERIVATIVE; THIENO[3,2 B]PYRROLE DERIVATIVE; THIENO[3,4 B]PYRROLE DERIVATIVE; TRYPTOPHAN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030592791     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00909-X     Document Type: Article
Times cited : (34)

References (61)
  • 21
    • 0000702671 scopus 로고
    • 7. For general reviews on the Heck reaction, see for example: a/ Heck, R.F. Organic Reactions 1982, 27, 345-390.
    • (1982) Organic Reactions , vol.27 , pp. 345-390
    • Heck, R.F.1
  • 33
    • 0026496904 scopus 로고
    • 3) ??? 183.2, 162.1, 149.7, 123.7, 98.3, 65.7, 62.4, 62.1, 30.3, 25.3, 19.1, 14.0
    • 3) ??? 183.2, 162.1, 149.7, 123.7, 98.3, 65.7, 62.4, 62.1, 30.3, 25.3, 19.1, 14.0.
    • (1992) Tetrahedron , vol.48 , pp. 9695-9706
    • Bonnaffé, D.1    Simon, H.2
  • 35
    • 0011822051 scopus 로고    scopus 로고
    • note
    • 13. Assignment of the E- and Z-stereochemistry at the oxime function in 2c-d is based on the observation of a small but significant positive nOe-effect (0.5-1 %) between the 3-vinyl-(6.74 ppm) and the benzylic-(5.32 ppm) proton(s) in E-2d. The E- and Z-isomers in both 2c and 2d could then be distinguished since the 3- and 4-vinyl protons for the Z-, being shifted more upfields as compared to the E-isomer.
  • 37
    • 37049102551 scopus 로고
    • 15. Nitrosodienes have been proposed as intermediates in the formation of 6H-1,2-oxazines by decomposition of 2-azidopyridine 1-oxides. a/ Abramovitch, R.A.; Dupuy, C. J. Chem. Soc. Chem. Commun. 1981, 36-37.
    • (1981) Chem. Soc. Chem. Commun. , pp. 36-37
    • Abramovitch, R.A.1    Dupuy, C.J.2
  • 42
    • 0011822052 scopus 로고    scopus 로고
    • unpublished results
    • 19. David Wensbo, unpublished results.
    • Wensbo, D.1
  • 47
    • 0011869328 scopus 로고
    • c/ Berger, J.; Kerly, D.L. Heterocyctes 1993, 36, 2051-2058. For o-lithiation of benzoic acids see: Bennetau, B.; Mortier, J.; Moyroud, J.; Guesnet, J.-L. J. Chem. Soc. Perkin Trans, I 1995, 1265-1271.
    • (1993) Heterocyctes , vol.36 , pp. 2051-2058
    • Berger, J.1    Kerly, D.L.2
  • 50
    • 0011855879 scopus 로고    scopus 로고
    • note
    • 1H NMR data identical to those reported, and gave thereby further evidence for the stereochemical assignment at oxime double bond in the products obtained.
  • 52
    • 0011823366 scopus 로고    scopus 로고
    • note
    • +). Calcd: 365.1297.
  • 53


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.