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Volumn 61, Issue 7, 1996, Pages 2346-2351

Palladium-catalyzed suzuki-type self-coupling of arylboronic acids. A mechanistic study

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EID: 0742313889     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9514329     Document Type: Article
Times cited : (337)

References (37)
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    • 3 Carbon Centers. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 3, Chapter 2.1.
    • (1991) Comprehensive Organic Synthesis , vol.3
    • Billington, D.C.1
  • 5
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    • For fundamental papers and recent reviews see: (a) Miyaura, N.; Yanagi, T.; Suzuki, A. Synth Commun. 1981, 11, 513. (b) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972. (c) Suzuki, A. Pure Appl. Chem. 1991, 63, 419. (d) Martin, A. R., Yang, Y. Acta Chem. Scand. 1993, 47, 221. (e) Suzuki, A. Pure Appl. Chem. 1994, 66, 213.
    • (1981) Synth Commun. , vol.11 , pp. 513
    • Miyaura, N.1    Yanagi, T.2    Suzuki, A.3
  • 6
    • 0022012266 scopus 로고
    • For fundamental papers and recent reviews see: (a) Miyaura, N.; Yanagi, T.; Suzuki, A. Synth Commun. 1981, 11, 513. (b) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972. (c) Suzuki, A. Pure Appl. Chem. 1991, 63, 419. (d) Martin, A. R., Yang, Y. Acta Chem. Scand. 1993, 47, 221. (e) Suzuki, A. Pure Appl. Chem. 1994, 66, 213.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 972
    • Miyaura, N.1    Yamada, K.2    Suginome, H.3    Suzuki, A.4
  • 7
    • 84943950090 scopus 로고
    • For fundamental papers and recent reviews see: (a) Miyaura, N.; Yanagi, T.; Suzuki, A. Synth Commun. 1981, 11, 513. (b) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972. (c) Suzuki, A. Pure Appl. Chem. 1991, 63, 419. (d) Martin, A. R., Yang, Y. Acta Chem. Scand. 1993, 47, 221. (e) Suzuki, A. Pure Appl. Chem. 1994, 66, 213.
    • (1991) Pure Appl. Chem. , vol.63 , pp. 419
    • Suzuki, A.1
  • 8
    • 0000092204 scopus 로고
    • For fundamental papers and recent reviews see: (a) Miyaura, N.; Yanagi, T.; Suzuki, A. Synth Commun. 1981, 11, 513. (b) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972. (c) Suzuki, A. Pure Appl. Chem. 1991, 63, 419. (d) Martin, A. R., Yang, Y. Acta Chem. Scand. 1993, 47, 221. (e) Suzuki, A. Pure Appl. Chem. 1994, 66, 213.
    • (1993) Acta Chem. Scand. , vol.47 , pp. 221
    • Martin, A.R.1    Yang, Y.2
  • 9
    • 76949099671 scopus 로고
    • For fundamental papers and recent reviews see: (a) Miyaura, N.; Yanagi, T.; Suzuki, A. Synth Commun. 1981, 11, 513. (b) Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem. Soc. 1985, 107, 972. (c) Suzuki, A. Pure Appl. Chem. 1991, 63, 419. (d) Martin, A. R., Yang, Y. Acta Chem. Scand. 1993, 47, 221. (e) Suzuki, A. Pure Appl. Chem. 1994, 66, 213.
    • (1994) Pure Appl. Chem. , vol.66 , pp. 213
    • Suzuki, A.1
  • 10
    • 0000166609 scopus 로고
    • See, for instance: (a) Miyaura, N.; Suginome, H ; Suzuki, A. Tetrahedron Lett. 1984, 25, 761. (b) Ishiyama, T.; Abe, S.; Miyaura, N.; Suzuki, A. Chem. Lett. 1992, 691. (c) Oh-e, T.; Miyaura, N.; Suzuki, A. J. Org Chem. 1993, 58, 2201. (d) Moriya, T.; Furuuchi, T.; Miyaura, N.; Suzuki, A. Tetrahedron 1994, 50, 7961.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 761
    • Miyaura, N.1    Suginome, H.2    Suzuki, A.3
  • 11
    • 0000166609 scopus 로고
    • See, for instance: (a) Miyaura, N.; Suginome, H ; Suzuki, A. Tetrahedron Lett. 1984, 25, 761. (b) Ishiyama, T.; Abe, S.; Miyaura, N.; Suzuki, A. Chem. Lett. 1992, 691. (c) Oh-e, T.; Miyaura, N.; Suzuki, A. J. Org Chem. 1993, 58, 2201. (d) Moriya, T.; Furuuchi, T.; Miyaura, N.; Suzuki, A. Tetrahedron 1994, 50, 7961.
    • (1992) Chem. Lett. , pp. 691
    • Ishiyama, T.1    Abe, S.2    Miyaura, N.3    Suzuki, A.4
  • 12
    • 33751385493 scopus 로고
    • See, for instance: (a) Miyaura, N.; Suginome, H ; Suzuki, A. Tetrahedron Lett. 1984, 25, 761. (b) Ishiyama, T.; Abe, S.; Miyaura, N.; Suzuki, A. Chem. Lett. 1992, 691. (c) Oh-e, T.; Miyaura, N.; Suzuki, A. J. Org Chem. 1993, 58, 2201. (d) Moriya, T.; Furuuchi, T.; Miyaura, N.; Suzuki, A. Tetrahedron 1994, 50, 7961.
    • (1993) J. Org Chem. , vol.58 , pp. 2201
    • Oh-e, T.1    Miyaura, N.2    Suzuki, A.3
  • 13
    • 0028338967 scopus 로고
    • See, for instance: (a) Miyaura, N.; Suginome, H ; Suzuki, A. Tetrahedron Lett. 1984, 25, 761. (b) Ishiyama, T.; Abe, S.; Miyaura, N.; Suzuki, A. Chem. Lett. 1992, 691. (c) Oh-e, T.; Miyaura, N.; Suzuki, A. J. Org Chem. 1993, 58, 2201. (d) Moriya, T.; Furuuchi, T.; Miyaura, N.; Suzuki, A. Tetrahedron 1994, 50, 7961.
    • (1994) Tetrahedron , vol.50 , pp. 7961
    • Moriya, T.1    Furuuchi, T.2    Miyaura, N.3    Suzuki, A.4
  • 16
    • 0343315957 scopus 로고
    • For a discussion on the benefits of using phosphine-free Pd catalysts see ref 4b
    • (c) Moreno-Mañas, M.; Pajuelo, F.; Pleixats, R. J. Org. Chem. 1995, 60, 2396 For a discussion on the benefits of using phosphine-free Pd catalysts see ref 4b.
    • (1995) J. Org. Chem. , vol.60 , pp. 2396
    • Moreno-Mañas, M.1    Pajuelo, F.2    Pleixats, R.3
  • 37
    • 85033863896 scopus 로고    scopus 로고
    • Biphenyls 3b-e showed mp's coincident to those reported in Aldrich or Lancaster catalogs
    • Biphenyls 3b-e showed mp's coincident to those reported in Aldrich or Lancaster catalogs.


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