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Volumn 9, Issue 16, 1999, Pages 2339-2342

Synthesis of new (benzimidazolyl)piperazines with affinity for the 5- HT(1A) receptor via Pd(0) amination of bromobenzimidazoles

Author keywords

[No Author keywords available]

Indexed keywords

BENZIMIDAZOLE DERIVATIVE; PIPERAZINE DERIVATIVE; SEROTONIN 1A AGONIST; SEROTONIN 1A RECEPTOR;

EID: 0033575735     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(99)00384-4     Document Type: Article
Times cited : (12)

References (50)
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    • For a recent review of the synthetic methods to obtain benzimidazoles, see: (a) Grimmett, M. R. Imidazole and Benzimidazole Synthesis; Meth-Cohn, O., Ed.; Academic Press, 1997.
    • (1997) Imidazole and Benzimidazole Synthesis
    • Grimmett, M.R.1
  • 16
    • 0032580502 scopus 로고    scopus 로고
    • For recent papers on the synthesis of functionalized benzimidazole rings, see: (b) Edlin, C. D.; Parker, D. Tetrahedron Lett. 1998, 39, 2797.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 2797
    • Edlin, C.D.1    Parker, D.2
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    • (a) Chem. Abstr. 1960, 54, 9967b-i.
    • (1960) Chem. Abstr. , vol.54
  • 23
    • 4243429498 scopus 로고
    • (b) Chem. Abstr. 1961, 55, 8444h.
    • (1961) Chem. Abstr. , vol.55
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    • (a) Dandegaonker, S. H.; Revankar, G. R. J. Karnatak Univ. 1961, 6, 25; Chem. Abstr. 1965, 59, 10023e.
    • (1965) Chem. Abstr. , vol.59
  • 41
    • 0009624493 scopus 로고    scopus 로고
    • 4NI in THF
    • 4NI in THF.
  • 42
    • 0030575791 scopus 로고    scopus 로고
    • The coupling reaction with L-valine was also tried using CuI as co-catalyst or even in the absence of a palladium source, and unfortunately unreacted 3 was always recovered, (a) Ma, D.; Yao, J. Tetrahedron: Asymmetry 1996, 7, 3075.
    • (1996) Tetrahedron: Asymmetry , vol.7 , pp. 3075
    • Ma, D.1    Yao, J.2
  • 44
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    • (6)-bromobenzimidazole was obtained in a single step from benzimidazole, NBS and silica gel: Mistry, A. G.; Smith, K.; Bye, M. R. Tetrahedron Lett. 1986, 27, 1051.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 1051
    • Mistry, A.G.1    Smith, K.2    Bye, M.R.3
  • 45
    • 0009587453 scopus 로고    scopus 로고
    • 2/BINAP/ NaO'Bu/Toluene, and no positive results were found. Even when aniline was used to prevent β-elimination, we could not detect the corresponding coupling product upon examination of the crude reaction mixture
    • 2/BINAP/ NaO'Bu/Toluene, and no positive results were found. Even when aniline was used to prevent β-elimination, we could not detect the corresponding coupling product upon examination of the crude reaction mixture.
  • 46
    • 0021077112 scopus 로고
    • 5(6)-iodobenzimidazole was obtained from o-nitroaniline, see: (a) Wilson, J. G.; Hunt, F. C. Aust. J. Chem. 1983, 36, 2317.
    • (1983) Aust. J. Chem. , vol.36 , pp. 2317
    • Wilson, J.G.1    Hunt, F.C.2
  • 47
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    • see 10c. Tritylation under standard conditions afforded a 50:50 mixture of 8 and its isomer
    • (b) see 10c. Tritylation under standard conditions afforded a 50:50 mixture of 8 and its isomer.
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    • UK Pat. Appl. GB 2,097,790
    • UK Pat. Appl. GB 2,097,790. Chem. Abstr. 1983, 98, 107320e.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.