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Volumn 71, Issue 16, 2006, Pages 6204-6210

PtBr2-catalyzed transformation of allyl(o-ethynylaryl)carbinol derivatives into functionalized indenes. Formal sp3 C-H bond activation

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE; CATALYSIS; CHEMICAL BONDS; DERIVATIVES; REACTION KINETICS;

EID: 33746905548     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo060951g     Document Type: Article
Times cited : (96)

References (50)
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    • Miki, K.1    Uemura, S.2    Ohe, K.3
  • 12
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    • and references therein
    • Also see: (b) Miura, T.; Iwasawa, N. J. Am. Chem. Soc. 2002, 124, 518 and references therein,
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 518
    • Miura, T.1    Iwasawa, N.2
  • 17
    • 0037462095 scopus 로고    scopus 로고
    • (a) Recently, ruthenium vinylidene complex-mediated alkenylation of pyridine at the α-C-H bond via [2 + 2] heterocycloaddition was reported: Murakami, M.; Hori, S. J. Am. Chem. Soc. 2003, 125, 4720.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 4720
    • Murakami, M.1    Hori, S.2
  • 20
    • 23944457342 scopus 로고    scopus 로고
    • More recently, two papers on cycloisomerization via Ru- and Rh-vinylidene intermediates appeared: (a) Datta, S.; Odedra, A.; Liu, R.-S. J. Am. Chem. Soc. 2005, 127, 11606.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 11606
    • Datta, S.1    Odedra, A.2    Liu, R.-S.3
  • 22
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    • Recently, we reported the Pd-catalyzed carbocyclization of alkynyl-acetals in which the cleavage of the C-O bond of o-alkynylbenzaldehyde acetal produces the cationic intermediate and both the triple bond and the acetal group are bonded to the metal. Ring closure of the cationic intermediates leads to the cyclic vinyl cations, which are trapped by Pd-OR. (a) Nakamura, I.; Bajracharya, G. B.; Wu, H.; Oishi, K.; Mizushima, Y.; Gridnev, I. D.; Yamamoto, Y. J. Am. Chem. Soc. 2004, 126, 15423.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 15423
    • Nakamura, I.1    Bajracharya, G.B.2    Wu, H.3    Oishi, K.4    Mizushima, Y.5    Gridnev, I.D.6    Yamamoto, Y.7
  • 24
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    • (c) Nakamura, I.; Mizushima, Y.; Gridnev, I. D.; Yamamoto, Y. J. Am. Chem. Soc. 2005, 127, 9844. We were aware that if the present reaction proceeds through a similar mechanistic fashion, 7a, Tb, 7c, or 7d should be obtained. None of them were obtained.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 9844
    • Nakamura, I.1    Mizushima, Y.2    Gridnev, I.D.3    Yamamoto, Y.4
  • 40
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    • Gaussian, Inc., Pittsburgh PA, (full reference in the Supporting Information)
    • Gaussian 03, Revision B.05: M. J. Frisch et al., Gaussian, Inc., Pittsburgh PA, 2003 (full reference in the Supporting Information).
    • (2003) Gaussian 03, Revision B.05
    • Frisch, M.J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.