메뉴 건너뛰기




Volumn , Issue 4, 2006, Pages 881-890

Ruthenium-catalyzed propargylation of aromatic compounds with propargylic alcohols

Author keywords

Aromatic substitution; C C coupling; C H activation; Ruthenium; Sulfur

Indexed keywords


EID: 33244495100     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200500858     Document Type: Article
Times cited : (79)

References (60)
  • 1
    • 0000894377 scopus 로고
    • and references cited therein
    • a) For a review, see: S. Swaminathan, K. V. Narayanan, Chem. Rev. 1971, 71, 429 and references cited therein;
    • (1971) Chem. Rev. , vol.71 , pp. 429
    • Swaminathan, S.1    Narayanan, K.V.2
  • 9
    • 0034990418 scopus 로고    scopus 로고
    • and references cited therein
    • a) T. J. J. Müller, Eur. J. Org. Chem. 2001, 2021 and references cited therein;
    • (2001) Eur. J. Org. Chem. , pp. 2021
    • Müller, T.J.J.1
  • 17
    • 33244486491 scopus 로고    scopus 로고
    • note
    • [7b] As a consequence, the details of the result will be reported in due course,
  • 30
    • 0012870459 scopus 로고    scopus 로고
    • + [dippe = 1,2- bis(diisopropylphosphane)ethane] with pyrrole or 2-methylfuran was found to give the ruthenium-vinylidene complex having pyrrole or 2-methylfuran at the γ-carbon, but this reaction took place only in the presence of acid, indicating that an initial protonation at the β-position of the allenylidene complex enhances the electrophilic character of the γ-carbon atom. This reaction mechanism is considered to proceed via a dicationic ruthenium-carbyne complex: E. Bustelo, M. Jimenez-Tenorio, K. Mereiter, M. C. Puerta, P. Valerga, Organometallics 2002, 21, 1903.
    • (2002) Organometallics , vol.21 , pp. 1903
    • Bustelo, E.1    Jimenez-Tenorio, M.2    Mereiter, K.3    Puerta, M.C.4    Valerga, P.5
  • 54
    • 33845281351 scopus 로고
    • and references cited therein
    • a) K. M. Nicholas, Acc. Chem. Res. 1987, 20, 207 and references cited therein;
    • (1987) Acc. Chem. Res. , vol.20 , pp. 207
    • Nicholas, K.M.1
  • 55
  • 58
    • 2542466672 scopus 로고    scopus 로고
    • After our preliminary communication appeared, catalytic propargylation of aromatic compounds with propargylic alcohols catalyzed by transition-metal complexes has been reported by several groups: a) Rhenium-catalyzed propargylation with propargylic alcohols bearing an internal alkyne moiety has been reported: J. J. Kennedy-Smith, L. A. Young, F. D. Toste, Org. Lett. 2004, 6, 1325;
    • (2004) Org. Lett. , vol.6 , pp. 1325
    • Kennedy-Smith, J.J.1    Young, L.A.2    Toste, F.D.3
  • 59
    • 15044353794 scopus 로고    scopus 로고
    • b) Mononuclear ruthenium complexes have promoted the propargylation of aromatic compounds with propargylic alcohols bearing a terminal alkyne moiety, where the propargylated products were obtained in only moderate yields: E. Bustelo, P. H. Dixneuf, Adv. Synth. Catal. 2005, 347, 393;
    • (2005) Adv. Synth. Catal. , vol.347 , pp. 393
    • Bustelo, E.1    Dixneuf, P.H.2
  • 60
    • 26844516744 scopus 로고    scopus 로고
    • c) Gold-catalyzed propargylation of aromatic compounds such as 1,3-dimethoxybenzene and furan with propargylic alcohols bearing an internal alkyne moiety has been reported: M. Georgy, V. Boucard, J.-M. Campagne, J. Am. Chem. Soc. 2005, 127, 14180.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 14180
    • Georgy, M.1    Boucard, V.2    Campagne, J.-M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.