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Volumn 11, Issue 15, 2009, Pages 3250-3252

Palladium-catalyzed direct alkynylation of C-H Bonds in benzenes

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EID: 68149117384     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901049r     Document Type: Article
Times cited : (212)

References (44)
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    • Selected reviews: (a) Sonogashira, K
    • Selected reviews: (a) Sonogashira, K. J. Organomet. Chem. 2002, 653, 46.
    • (2002) J. Organomet. Chem , vol.653 , pp. 46
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    • Selected recent reviews: (a) Godula, K.; Sames, D. Science 2006, 312, 67.
    • Selected recent reviews: (a) Godula, K.; Sames, D. Science 2006, 312, 67.
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    • 34247644826 scopus 로고    scopus 로고
    • Chatani, N, Ed, Springer-Verlag: Berlin
    • (k) Topics in Organometallic Chemistry; Chatani, N., Ed.; Springer-Verlag: Berlin, 2007; Vol. 24.
    • (2007) Topics in Organometallic Chemistry , vol.24
  • 22
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    • 3 (53%).
    • 3 (53%).
  • 23
    • 68149086864 scopus 로고    scopus 로고
    • 3 (0%).
    • 3 (0%).
  • 24
    • 68149127656 scopus 로고    scopus 로고
    • 3N (39%).
    • 3N (39%).
  • 25
    • 68149135751 scopus 로고    scopus 로고
    • The corresponding chloro- and iodoalkynes afforded 3 in 2% and 48% yield, respectively
    • (d) The corresponding chloro- and iodoalkynes afforded 3 in 2% and 48% yield, respectively.
  • 26
    • 34547163896 scopus 로고    scopus 로고
    • 3-protected alkynes was also reported in other catalysis: (a) Tsukada, N.; Ninomiya, S.; Aoyama, Y.; Inoue, Y. Org. Lett. 2007, 9, 2919.
    • 3-protected alkynes was also reported in other catalysis: (a) Tsukada, N.; Ninomiya, S.; Aoyama, Y.; Inoue, Y. Org. Lett. 2007, 9, 2919.
  • 30
    • 33947644069 scopus 로고    scopus 로고
    • Difunctionalization is often a problem in chelation-assisted direct functionalization of C-H. For example, see
    • Difunctionalization is often a problem in chelation-assisted direct functionalization of C-H. For example, see: Giri, R.; Maugel, N.; Li, J.-J.; Wang, D.-H.; Breazzano, S. P.; Saunders, L. B.; Yu, J.-Q. J. Am. Chem. Soc. 2007, 129, 3510.
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 3510
    • Giri, R.1    Maugel, N.2    Li, J.-J.3    Wang, D.-H.4    Breazzano, S.P.5    Saunders, L.B.6    Yu, J.-Q.7
  • 31
    • 34249056813 scopus 로고    scopus 로고
    • Selected examples: (a) Yang, S.; Li, B.; Wan, X.; Shi, Z. J. Am. Chem. Soc. 2007, 129, 6066.
    • Selected examples: (a) Yang, S.; Li, B.; Wan, X.; Shi, Z. J. Am. Chem. Soc. 2007, 129, 6066.
  • 34
    • 68149143537 scopus 로고    scopus 로고
    • N,N-Dimethylaminomethyl, 2-pyridyl, N,N-dimethylaminocarbonyl, and acetoxy groups did not serve as directing groups.
    • N,N-Dimethylaminomethyl, 2-pyridyl, N,N-dimethylaminocarbonyl, and acetoxy groups did not serve as directing groups.
  • 35
    • 84874241260 scopus 로고    scopus 로고
    • Compound 17 was converted into 18 in the presence of TfOH
    • Compound 17 was converted into 18 in the presence of TfOH. See the Supporting Information for details.
    • See the Supporting Information for details
  • 36
    • 51149219999 scopus 로고    scopus 로고
    • A related stoichiometric reaction: Dupont, J.; Pfeffer, M.; Daran, J.-C.; Gouteron, J. J. Chem. Soc., Dalton Trans. 1988, 2421.
    • (a) A related stoichiometric reaction: Dupont, J.; Pfeffer, M.; Daran, J.-C.; Gouteron, J. J. Chem. Soc., Dalton Trans. 1988, 2421.
  • 37
    • 0001536907 scopus 로고    scopus 로고
    • The reaction of palladacycle, similar to B, with alkyl halides: Tremont, S. J.; Rahman, H. U. J. Am. Chem. Soc. 1984, 106, 5759.
    • (b) The reaction of palladacycle, similar to B, with alkyl halides: Tremont, S. J.; Rahman, H. U. J. Am. Chem. Soc. 1984, 106, 5759.
  • 38
    • 85168051619 scopus 로고    scopus 로고
    • A related stoichiometric reaction: Zanini, M. L.; Meneghetti, M. R.; Ebeling, G.; Livotto, P. R.; Rominger, F.; Dupont, J. Polyhedron 2003, 22, 1665.
    • A related stoichiometric reaction: Zanini, M. L.; Meneghetti, M. R.; Ebeling, G.; Livotto, P. R.; Rominger, F.; Dupont, J. Polyhedron 2003, 22, 1665.
  • 39
    • 68149175964 scopus 로고    scopus 로고
    • IV cycle via oxidative addition of 2 onto B might be possible.
    • IV cycle via oxidative addition of 2 onto B might be possible.
  • 41
    • 34250861444 scopus 로고    scopus 로고
    • Cai, G.; Fu, Y.; Li, Y.; Wan, X.; Shi, Z. J. Am. Chem. Soc. 2007, 129, 7666. See also:
    • (b) Cai, G.; Fu, Y.; Li, Y.; Wan, X.; Shi, Z. J. Am. Chem. Soc. 2007, 129, 7666. See also:


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.