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Volumn 131, Issue 34, 2009, Pages 12050-12051

Isoquinoline synthesis via rhodium-catalyzed oxidative cross-coupling/ cyclization of aryl aldimines and alkynes

Author keywords

[No Author keywords available]

Indexed keywords

ALDIMINES; BOND FORMATION; CHEMICAL EQUATIONS; GOOD YIELD; INTERNAL ALKYNES; ISOQUINOLINES; MECHANISTIC STUDIES; OXIDATIVE COUPLING REACTIONS; REDUCTIVE ELIMINATION; RHODIUM-CATALYZED;

EID: 69349098824     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja904380q     Document Type: Article
Times cited : (423)

References (37)
  • 5
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    • For Bischler-Napieralski examples, see: (a)
    • For Bischler-Napieralski examples, see: (a) Xu, X.; Guo, S.; Dang, Q.; Chen, J.; Bai, X. J. Comb. Chem. 2007, 9, 773.
    • (2007) J. Comb. Chem. , vol.9 , pp. 773
    • Xu, X.1    Guo, S.2    Dang, Q.3    Chen, J.4    Bai, X.5
  • 8
    • 0000406568 scopus 로고
    • For Pomeranz-Fritsch examples, see: (d)
    • For Pomeranz-Fritsch examples, see: (d) Brown, E. V. J. Org. Chem. 1977, 42, 3208.
    • (1977) J. Org. Chem. , vol.42 , pp. 3208
    • Brown, E.V.1
  • 12
    • 33645030406 scopus 로고    scopus 로고
    • For Pictet-Spengler examples, see: (h)
    • For Pictet-Spengler examples, see: (h) Youn, S. W. J. Org. Chem. 2006, 71, 2521.
    • (2006) J. Org. Chem. , vol.71 , pp. 2521
    • Youn, S.W.1
  • 14
    • 63349092743 scopus 로고    scopus 로고
    • For selected recent metal-catalyzed isoquinoline syntheses, see: (a)
    • For selected recent metal-catalyzed isoquinoline syntheses, see: (a) Hwang, S.; Lee, Y.; Lee, P. H.; Shin, S. Tetrahedron Lett. 2009, 50, 2305.
    • (2009) Tetrahedron Lett. , vol.50 , pp. 2305
    • Hwang, S.1    Lee, Y.2    Lee, P.H.3    Shin, S.4
  • 32
    • 34147156671 scopus 로고    scopus 로고
    • For rhodium(III)-catalyzed formation of C-C and C-O bonds, see
    • For rhodium(III)-catalyzed formation of C-C and C-O bonds, see: Ueura, K.; Satoh, T.; Miura, M. Org. Lett. 2007, 9, 1407.
    • (2007) Org. Lett. , vol.9 , pp. 1407
    • Ueura, K.1    Satoh, T.2    Miura, M.3
  • 35
    • 69349099105 scopus 로고    scopus 로고
    • note
    • Other N substituents, such as methyl or p-methoxybenzyl, resulted in lower yields (8 and 49%, respectively).
  • 36
    • 69349090030 scopus 로고    scopus 로고
    • note
    • Other oxidants, such as AgOAc (50%), PhI(OAc)2 (22%), and p-benzoquinone (5%), led to lower conversion (values in parentheses).
  • 37
    • 69349089699 scopus 로고    scopus 로고
    • note
    • Under the current conditions, the use of terminal alkynes resulted in alkyne dimerization.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.