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Volumn 10, Issue 15, 2008, Pages 3259-3262

Preparation of aryloxetanes and arylazetidines by use of an alkyl-aryl suzuki coupling

Author keywords

[No Author keywords available]

Indexed keywords

AZETIDINE DERIVATIVE; BENZENE DERIVATIVE; ETHER DERIVATIVE; OXETANE;

EID: 49649125633     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol8011327     Document Type: Article
Times cited : (72)

References (35)
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    • For examples of medicinally active oxetan-3-yl derivatives published prior to 2006, see: (a) Gibson, K. H, Walter, E. R. H. GB 1976-51196
    • For examples of medicinally active oxetan-3-yl derivatives published prior to 2006, see: (a) Gibson, K. H.; Walter, E. R. H. GB 1976-51196.
  • 4
    • 59949084337 scopus 로고    scopus 로고
    • Edwards, P. N.; Girodeau, J. M. M. M. EP 1989-313384.
    • (b) Edwards, P. N.; Girodeau, J. M. M. M. EP 1989-313384.
  • 5
    • 59949087143 scopus 로고    scopus 로고
    • Kuramoto, Y.; Okuhira, M.; Yatsunami, T. EP 1990-106007.
    • (c) Kuramoto, Y.; Okuhira, M.; Yatsunami, T. EP 1990-106007.
  • 6
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    • Belley, M. L.; Leger, S.; Roy, P.; Xiang, Y. B.; Labelle, M.; Guay, D. EP 1991-309306.
    • (d) Belley, M. L.; Leger, S.; Roy, P.; Xiang, Y. B.; Labelle, M.; Guay, D. EP 1991-309306.
  • 19
    • 0000590186 scopus 로고
    • For alternative synthesis of 3-aryloxetanes, see: a
    • For alternative synthesis of 3-aryloxetanes, see: (a) Yates, P.; Szabo, A. G. Tetrahedron Lett. 1965, 37, 485.
    • (1965) Tetrahedron Lett , vol.37 , pp. 485
    • Yates, P.1    Szabo, A.G.2
  • 28
    • 59949084548 scopus 로고    scopus 로고
    • Clark, S. L.; Polak, R. J.; Wojtowicz, J. A. US 1966-557376.
    • Clark, S. L.; Polak, R. J.; Wojtowicz, J. A. US 1966-557376.
  • 29
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    • Other conditions were not investigated
    • Other conditions were not investigated.
  • 33
    • 0001109293 scopus 로고    scopus 로고
    • For a previous synthesis of protected arylazetidines using a palladium-mediated (Negishi) coupling of aryl halides with (1-(tert-butoxycarbonyl) azetidin-3-yl)zinc(II) iodide, see: (a) Billotte, S. Synlett 1998, 379.
    • For a previous synthesis of protected arylazetidines using a palladium-mediated (Negishi) coupling of aryl halides with (1-(tert-butoxycarbonyl) azetidin-3-yl)zinc(II) iodide, see: (a) Billotte, S. Synlett 1998, 379.
  • 35
    • 59949098161 scopus 로고    scopus 로고
    • It should be noted that the glutathione incubation experiment did not ascertain the degree to which compounds undergo phase I metabolism or the site of conjugation to glutathione. Although we cannot rule out that compounds prepared in this paper undergo metabolism at the oxetane group, Rogers-Evans and Carreira have previously demonstrated that model compounds containing an oxetan-3-yl moiety exhibit good metabolic stability.1 Efforts to determine the position and extent of metabolism for compounds in this paper are under investigation and should yield further information as to any potential metabolic liability associated with the oxetan-3-yl group
    • 1 Efforts to determine the position and extent of metabolism for compounds in this paper are under investigation and should yield further information as to any potential metabolic liability associated with the oxetan-3-yl group.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.