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Volumn 351, Issue 14-15, 2009, Pages 2315-2318

Synthesis of (E)-3-alkylidene-l-pyrrolines by the rhodiumcatalyzed cyclization of terminal alkynes with homopropargylic amines

Author keywords

Homopropargylic amines; N heterocycles; Rhodium catalysis; Terminal alkynes; Vinylidene intermediates

Indexed keywords


EID: 70350593911     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200900439     Document Type: Article
Times cited : (12)

References (37)
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    • Methylenecyclopropanes reacted with nitriles in the presence of TfOH to give 3-alkylidene-l-pyrrolines via the similar cationic intermediates.
    • Methylenecyclopropanes reacted with nitriles in the presence of TfOH to give 3-alkylidene-l-pyrrolines via the similar cationic intermediates. J.-W. Huang, M. Shi, Synlett 2004, 2343-2346.
    • (2004) Synlett , pp. 2343-2346
    • Huang, J.-W.1    Shi, M.2
  • 20
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    • Recent reviews on the aza-Wittig reaction
    • Recent reviews on the aza-Wittig reaction, see: a) G. Hajós, I. Nagy, Curr. Org. Chem. 2008,12, 39-58;
    • (2008) Curr. Org. Chem. , vol.12 , pp. 39-58
    • Hajós, G.1    Nagy, I.2
  • 27
    • 0038185141 scopus 로고    scopus 로고
    • A cationic Rh(I) nitrate complex has been isolated and characterized
    • A cationic Rh(I) nitrate complex has been isolated and characterized, see : W. S. Han, S. W. Lee, Inorg. Chim. Acta 2003,348,15-24.
    • (2003) Inorg. Chim. Acta , vol.348 , pp. 15-24
    • Han, W.S.1    Lee, S.W.2
  • 28
    • 33746873224 scopus 로고    scopus 로고
    • Recent reviews on catalytic reactions that proceeded via vinylidene metal intermediate
    • Recent reviews on catalytic reactions that proceeded via vinylidene metal intermediate, see : a) C. Bruneau, P. H. Dixneuf, Angew. Chem. 2006, 118, 2232-2260;
    • (2006) Angew. Chem. , vol.118 , pp. 2232-2260
    • Bruneau, C.1    Dixneuf, P.H.2
  • 29
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    • Angew. Chem. Int. Ed. 2006, 45, 2176-2203;
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  • 31
  • 34
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    • Catalytic reactions involving an intermolecular attack of nitrogen nucleophiles to the a-carbon of the vinylidene-metal intermediate, a
    • Catalytic reactions involving an intermolecular attack of nitrogen nucleophiles to the a-carbon of the vinylidene-metal intermediate, see : a) Y. Fukumoto, T. Dohi, H. Masaoka, N. Chatani, S. Murai, Organometallics 2002, 21, 3845-3847;
    • (2002) Organometallics , vol.21 , pp. 3845-3847
    • Fukumoto, Y.1    Dohi, T.2    Masaoka, H.3    Chatani, N.4    Murai, S.5
  • 37
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    • A reaction mechanism involving the formation of V from II followed by the insertion of a C≡ C bond into the Rh-hydrogen bond of V to give 6-membered metallacycle VI cannot be ruled out.
    • A reaction mechanism involving the formation of V from II followed by the insertion of a C≡ C bond into the Rh-hydrogen bond of V to give 6-membered metallacycle VI cannot be ruled out.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.