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Volumn 355, Issue 7, 2013, Pages 1308-1314

Palladium(II)-catalyzed efficient C-3 functionalization of indoles with benzylic and allylic alcohols under Co-catalyst, acid, base, additive and external ligand-free conditions

Author keywords

alkylation; allylic alcohols; benzylic alcohols; homogeneous catalysis; indoles; palladium(II) complex

Indexed keywords


EID: 84877694309     PISSN: 16154150     EISSN: 16154169     Source Type: Journal    
DOI: 10.1002/adsc.201300048     Document Type: Article
Times cited : (36)

References (48)
  • 1
    • 0003979828 scopus 로고    scopus 로고
    • Academic Press, San Diego
    • R. J. Sundberg, Indoles, Academic Press, San Diego, 1996
    • (1996) Indoles
    • Sundberg, R.J.1
  • 4
    • 71949117774 scopus 로고    scopus 로고
    • references cited therein
    • Angew. Chem. Int. Ed. 2009, 48, 9608 and references cited therein.
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 9608
  • 35
    • 60149087667 scopus 로고    scopus 로고
    • Cozzi et al. showed that FC benzylations can proceed with activated alcohols just "on water" in absence of a catalyst. Please see:, P. G. Cozzi, L. Zoli, Angew. Chem. 2008, 120, 4230
    • (2008) Angew. Chem. , vol.120 , pp. 4230
    • Cozzi, P.G.1    Zoli, L.2
  • 36
    • 53549118306 scopus 로고    scopus 로고
    • [5f]). If the electrophilicity of the carbenium ion is very high, the reaction cannot occur in water. We thank one of the reviewers for pointing out this fact.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 4162
  • 46
    • 84863618700 scopus 로고    scopus 로고
    • 3 did not show any reactivity in the model reaction (Table 1, entry 18). Thus we tentatively rule out a Tsuji-Trost pathway. In the case of allylic alcohols, a prior activation of the allylic π-bond by Pd(II) is a possibility and is worthy of future investigation.
    • (2012) Tetrahedron , vol.68 , pp. 6837
    • Yuan, F.1    Gaoa, L.2    Han, F.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.