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Volumn 54, Issue 1-2, 1998, Pages 197-212

A convenient procedure for the synthesis of 1-tetralone dertivatives using a Suzuki coupling-Friedel-Crafts acylation sequence

Author keywords

[No Author keywords available]

Indexed keywords

1 TETRALONE DERIVATIVE;

EID: 0031986058     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)10270-8     Document Type: Article
Times cited : (37)

References (23)
  • 5
    • 0025755982 scopus 로고
    • In this paper a very convenient procedure for methylenation of catechols is described
    • 3. For a critical evaluation of the known methods for the formation of methylenedioxy group, see Zelle, R. E.; McClellan, W. J. Tetrahedron Lett. 1991, 32, 2461-2464. In this paper a very convenient procedure for methylenation of catechols is described.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 2461-2464
    • Zelle, R.E.1    McClellan, W.J.2
  • 8
    • 0010986305 scopus 로고    scopus 로고
    • 4 as solvent appears to be critical. In other solvents, such as THF, we have isolated, together with 11a, other unidentified compounds
    • 4 as solvent appears to be critical. In other solvents, such as THF, we have isolated, together with 11a, other unidentified compounds.
  • 9
    • 0001149434 scopus 로고
    • 7. For selected references concerning the sequence metalation-bromination, see: a) Stevens, R. V.; Bisacchi, G. S. J. Org. Chem. 1982, 47, 2393-2396.
    • (1982) J. Org. Chem. , vol.47 , pp. 2393-2396
    • Stevens, R.V.1    Bisacchi, G.S.2
  • 12
    • 0011019272 scopus 로고    scopus 로고
    • By use of the system BuLi/TMEDA the deprotection product was always obtained in diferent yields. When BuLi was used without additives, the 4,6-dibromoderivative was the major product
    • 8. By use of the system BuLi/TMEDA the deprotection product was always obtained in diferent yields. When BuLi was used without additives, the 4,6-dibromoderivative was the major product.
  • 14
    • 0011014690 scopus 로고    scopus 로고
    • In all cases, variable amounts of a mixture containing 4-bromo-3-methylcatechol were obtained
    • 10. In all cases, variable amounts of a mixture containing 4-bromo-3-methylcatechol were obtained.
  • 15
    • 0001337877 scopus 로고
    • 11. Miyaura, N.; Ishiyama, T.; Ishikawa, M.; Suzuki, A. Tetrahedron Lett. 1986, 27, 6369-6372. For a review on the Suzuki cross coupling, see Suzuki, A. Pure Appl. Chem. 1991, 63, 419-422. For an annual update report of this reaction, see the series 'Contemporary Organic Chemistry', Vol. 1, n°2, 1994, pp. 83; Vol. 2, n°2, 1995, pp. 71; Vol. 3, n°4, 1995, pp. 2834.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 6369-6372
    • Miyaura, N.1    Ishiyama, T.2    Ishikawa, M.3    Suzuki, A.4
  • 16
    • 84943950090 scopus 로고
    • 11. Miyaura, N.; Ishiyama, T.; Ishikawa, M.; Suzuki, A. Tetrahedron Lett. 1986, 27, 6369-6372. For a review on the Suzuki cross coupling, see Suzuki, A. Pure Appl. Chem. 1991, 63, 419-422. For an annual update report of this reaction, see the series 'Contemporary Organic Chemistry', Vol. 1, n°2, 1994, pp. 83; Vol. 2, n°2, 1995, pp. 71; Vol. 3, n°4, 1995, pp. 2834.
    • (1991) Pure Appl. Chem. , vol.63 , pp. 419-422
    • Suzuki, A.1
  • 17
    • 0001337877 scopus 로고
    • n°2
    • 11. Miyaura, N.; Ishiyama, T.; Ishikawa, M.; Suzuki, A. Tetrahedron Lett. 1986, 27, 6369-6372. For a review on the Suzuki cross coupling, see Suzuki, A. Pure Appl. Chem. 1991, 63, 419-422. For an annual update report of this reaction, see the series 'Contemporary Organic Chemistry', Vol. 1, n°2, 1994, pp. 83; Vol. 2, n°2, 1995, pp. 71; Vol. 3, n°4, 1995, pp. 2834.
    • (1994) Contemporary Organic Chemistry , vol.1 , pp. 83
  • 18
    • 0001337877 scopus 로고
    • n°2
    • 11. Miyaura, N.; Ishiyama, T.; Ishikawa, M.; Suzuki, A. Tetrahedron Lett. 1986, 27, 6369-6372. For a review on the Suzuki cross coupling, see Suzuki, A. Pure Appl. Chem. 1991, 63, 419-422. For an annual update report of this reaction, see the series 'Contemporary Organic Chemistry', Vol. 1, n°2, 1994, pp. 83; Vol. 2, n°2, 1995, pp. 71; Vol. 3, n°4, 1995, pp. 2834.
    • (1995) Contemporary Organic Chemistry , vol.2 , pp. 71
  • 19
    • 0001337877 scopus 로고
    • n°4
    • 11. Miyaura, N.; Ishiyama, T.; Ishikawa, M.; Suzuki, A. Tetrahedron Lett. 1986, 27, 6369-6372. For a review on the Suzuki cross coupling, see Suzuki, A. Pure Appl. Chem. 1991, 63, 419-422. For an annual update report of this reaction, see the series 'Contemporary Organic Chemistry', Vol. 1, n°2, 1994, pp. 83; Vol. 2, n°2, 1995, pp. 71; Vol. 3, n°4, 1995, pp. 2834.
    • (1995) Contemporary Organic Chemistry , vol.3 , pp. 2834


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