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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 7
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Original Articles

PALLADIUM-CATALYZED CROSS-COUPLING OF ORGANOLEAD(IV) TRIACETATES WITH TERMINAL ALKYNES

Suk-Ku Kang Department of Chemistry, Sungkyunkwan University, Natural Science Campus, Suwon, 440-746, Korea
,
Hyung-Chul Ryu Department of Chemistry, Sungkyunkwan University, Natural Science Campus, Suwon, 440-746, Korea
&
Sang-Ho Lee Department of Chemistry, Sungkyunkwan University, Natural Science Campus, Suwon, 440-746, Korea
Pages 1059-1064 | Accepted 08 May 2000, Published online: 09 Nov 2006

REFERENCES AND NOTES

  • Sonogashira , K. , Tohda , Y. and Hagihira , N. 1975 . Tetrahedron Lett. , 16 : 4467 – 4470 .
  • Sonogashira , K. 1991 . Comprehensive Organic Synthesis Edited by: Trost , B. M. and Fleming , I. Vol. 3 , 521 Pergamon: Oxford .
  • Rossi , R. , Carpita , A. and Bellina , F. 1995 . Org. Prep. Proc. Int. , 27 : 129
  • Kang , S.-K. , Lee , H.-W. , Jang , S.-B. and Ho , P.-S. 1996 . J. Chem. Soc., Chem. Commun. , : 835 – 836 .
  • Pinhey , J. T. 1991 . Aust. J. Chem. , 44 : 1353 – 1382 .
  • Pinhey , J. T. 1996 . Pure & Appl. Chem. , 68 : 819 – 824 .
  • Hashimoto , S. , Miyazaki , Y. , Shinoda , T. and Ikegami , S. 1990 . J. Chem. Soc., Chem. Commun. , : 1100 – 1102 .
  • 1996 . Phenylation of terminal acetylene by triphenylbismuth difluoride in the presence of CuCl catalyst was known. Lermontov, S.A.; Rakov, I.M.; Zefirov, N.S.; Stang, P.J . Tetrahedron Lett. , 37 : 4051 – 4054 .
  • Kang , S.-K. , Ryu , H.-C. and Choi , S.-C. 1998 . J. Chem. Soc., Chem. Commun. , : 1317 – 1318 .
  • Kang , S.-K. , Ryu , H.-C. and Son , H.-J. 1998 . Synlett , : 771 – 773 .
  • Kang , S.-K. , Choi , S.-C. , Ryu , H.-C. and Yamaguchi , T. 1998 . J. Org. Chem. , 63 : 5748 – 5749 .
  • Excess NaOMe (3–4 equiv.) gave the homocoupling product. With Et3N as base, the homocoupled product of organolead compound was the major product ,
  • Kang , S.-K. , Shivkular , U. , Ahn , C. , Choi , S.-C. and Kim , J.-S. 1997 . Synth. Commun. , 27 : 1893 – 1897 .
  • Bell , H. C. , Kalman , J. R. , Pinhey , J. T. and Sternhell , S. 1979 . Aust. J. Chem. , 32 : 1521 – 1530 .
  • 1984 . P-Methoxyphenyllead triacetate was easily prepared from anisole by treatment of lead tetraacetate. Kozyrod, R.P.; Pinhey, J.T . Org. Synth , 62 : 24 – 29 .
  • Hambley , T. W. , Holmes , R. J. , Parkinson , C. J. and Pinhey , J. T. 1992 . J. Chem. Soc., Perkin Trans. , 1 : 1917 – 1922 .

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