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5
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2042507954
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Concerning the Suzuki cross-couplings, see: (a) Miyaura N., Suzuki A. Chem. Rev. 95:1995;2457-2483 (b) Diederich F., Stang P.J. Metal-catalyzed Cross-coupling Reactions. 1998;Wiley-VCH, Weinheim, (c) Stanforth S.P. Tetrahedron. 54:1998;263-303 (d) Suzuki A. J. Organomet. Chem. 576:1999;147-168.
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6
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Concerning the Suzuki cross-couplings, see: (a) Miyaura N., Suzuki A. Chem. Rev. 95:1995;2457-2483 (b) Diederich F., Stang P.J. Metal-catalyzed Cross-coupling Reactions. 1998;Wiley-VCH, Weinheim, (c) Stanforth S.P. Tetrahedron. 54:1998;263-303 (d) Suzuki A. J. Organomet. Chem. 576:1999;147-168.
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7
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Concerning the Suzuki cross-couplings, see: (a) Miyaura N., Suzuki A. Chem. Rev. 95:1995;2457-2483 (b) Diederich F., Stang P.J. Metal-catalyzed Cross-coupling Reactions. 1998;Wiley-VCH, Weinheim, (c) Stanforth S.P. Tetrahedron. 54:1998;263-303 (d) Suzuki A. J. Organomet. Chem. 576:1999;147-168.
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Stanforth, S.P.1
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0346786657
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Concerning the Suzuki cross-couplings, see: (a). F. Diederich, & P.J. Stang. Wiley-VCH, Weinheim
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Concerning the Suzuki cross-couplings, see: (a) Miyaura N., Suzuki A. Chem. Rev. 95:1995;2457-2483 (b) Diederich F., Stang P.J. Metal-catalyzed Cross-coupling Reactions. 1998;Wiley-VCH, Weinheim, (c) Stanforth S.P. Tetrahedron. 54:1998;263-303 (d) Suzuki A. J. Organomet. Chem. 576:1999;147-168.
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Suzuki, A.1
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9
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0000103227
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Concerning the Stille cross-coupling, see:
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Concerning the Stille cross-coupling, see: Stille J.K. Angew. Chem. 98:1986;504-519.
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Stille, J.K.1
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10
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33847088408
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Concerning the Negishi cross-couplings, see:
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Concerning the Negishi cross-couplings, see: Negishi E., King A.O., Okukado N.J. J. Org. Chem. 42:1977;1821-1823.
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Negishi, E.1
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11
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0013255538
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Concerning the bromine-lithium exchange of 2-, 3- and 4-bromoquinolines, see: (a) Gilman H., Soddy T.S. J. Org. Chem. 22:1957;565-566 (b) Ishikura M., Mano T., Oda I., Terashima M. Heterocycles. 22:1984;2471-2474 (c) Harrowven D.C., Sutton B.J., Coulton S. Tetrahedron Lett. 42:2001;2907-2910 (d) Harrowven D.C., Sutton B.J., Coulton S. Tetrahedron. 58:2002;3387-3400.
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Soddy, T.S.2
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12
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0001765779
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Concerning the bromine-lithium exchange of 2-, 3- and 4-bromoquinolines, see: (a) Gilman H., Soddy T.S. J. Org. Chem. 22:1957;565-566 (b) Ishikura M., Mano T., Oda I., Terashima M. Heterocycles. 22:1984;2471-2474 (c) Harrowven D.C., Sutton B.J., Coulton S. Tetrahedron Lett. 42:2001;2907-2910 (d) Harrowven D.C., Sutton B.J., Coulton S. Tetrahedron. 58:2002;3387-3400.
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Ishikura, M.1
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13
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0035832053
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Concerning the bromine-lithium exchange of 2-, 3- and 4-bromoquinolines, see: (a) Gilman H., Soddy T.S. J. Org. Chem. 22:1957;565-566 (b) Ishikura M., Mano T., Oda I., Terashima M. Heterocycles. 22:1984;2471-2474 (c) Harrowven D.C., Sutton B.J., Coulton S. Tetrahedron Lett. 42:2001;2907-2910 (d) Harrowven D.C., Sutton B.J., Coulton S. Tetrahedron. 58:2002;3387-3400.
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14
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0037156631
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Concerning the bromine-lithium exchange of 2-, 3- and 4-bromoquinolines, see: (a)
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Concerning the bromine-lithium exchange of 2-, 3- and 4-bromoquinolines, see: (a) Gilman H., Soddy T.S. J. Org. Chem. 22:1957;565-566 (b) Ishikura M., Mano T., Oda I., Terashima M. Heterocycles. 22:1984;2471-2474 (c) Harrowven D.C., Sutton B.J., Coulton S. Tetrahedron Lett. 42:2001;2907-2910 (d) Harrowven D.C., Sutton B.J., Coulton S. Tetrahedron. 58:2002;3387-3400.
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0001019899
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(a) Martin G.J., Mechin B., Leroux Y., Paulmier C., Meunier J.C. J. Organomet. Chem. 67:1974;327-339 (b) Trécourt F., Breton G., Bonnet V., Mongin F., Marsais F., Quéguiner G. Tetrahedron Lett. 40:1999;4339-4342 (c) Trécourt F., Breton G., Bonnet V., Mongin F., Marsais F., Quéguiner G. Tetrahedron. 56:2000;1349-1360.
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18
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0033522827
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(a) Martin G.J., Mechin B., Leroux Y., Paulmier C., Meunier J.C. J. Organomet. Chem. 67:1974;327-339 (b) Trécourt F., Breton G., Bonnet V., Mongin F., Marsais F., Quéguiner G. Tetrahedron Lett. 40:1999;4339-4342 (c) Trécourt F., Breton G., Bonnet V., Mongin F., Marsais F., Quéguiner G. Tetrahedron. 56:2000;1349-1360.
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19
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0038606694
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(a) Martin G.J., Mechin B., Leroux Y., Paulmier C., Meunier J.C. J. Organomet. Chem. 67:1974;327-339 (b) Trécourt F., Breton G., Bonnet V., Mongin F., Marsais F., Quéguiner G. Tetrahedron Lett. 40:1999;4339-4342 (c) Trécourt F., Breton G., Bonnet V., Mongin F., Marsais F., Quéguiner G. Tetrahedron. 56:2000;1349-1360.
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US Patent 3,847,883, 1974
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(b) Kamienski, C. W.; Gastonia, N. C.; Eastham, J. F. US Patent 3,847,883, 1974; Chem. Abstr. 1975, 82, 58590.
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Kamienski, C.W.1
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(b) Kamienski, C. W.; Gastonia, N. C.; Eastham, J. F. US Patent 3,847,883, 1974; Chem. Abstr. 1975, 82, 58590.
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33
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85031065886
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Eur. Pat. Appl. EP 491,326, 1992
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(e) Castaldi, G.; Borsotti, G. Eur. Pat. Appl. EP 491,326, 1992; Chem. Abstr. 1992, 117, 150667.
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Castaldi, G.1
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(e) Castaldi, G.; Borsotti, G. Eur. Pat. Appl. EP 491,326, 1992; Chem. Abstr. 1992, 117, 150667.
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(i) Kitagawa K., Inoue A., Shinokubo H., Oshima K. Angew. Chem., Int. Ed. 39:2000;2481-2483.
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85031063816
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Japan Application No. JP 2000-024613 20000202, 2000
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(j) Iida, T.; Wada, T.; Mase, T. Japan Application No. JP 2000-024613 20000202, 2000; Chem. Abstr. 2001, 135, 152370.
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Iida, T.1
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4344575241
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(j) Iida, T.; Wada, T.; Mase, T. Japan Application No. JP 2000-024613 20000202, 2000; Chem. Abstr. 2001, 135, 152370.
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41
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0001253905
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(k) Kondo J., Inoue A., Shinokubo H., Oshima K. Angew. Chem., Int. Ed. 40:2001;2085-2087.
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-
-
85031053688
-
-
ASI Applied Systems, Mettler Toledo
-
ASI Applied Systems, Mettler Toledo.
-
-
-
-
46
-
-
85031065680
-
-
2Mg was already present at the beginning of the experiment, due to the Schlenk equilibrium
-
2Mg was already present at the beginning of the experiment, due to the Schlenk equilibrium.
-
-
-
-
47
-
-
85031059837
-
-
3MgLi, see Ref. 13l
-
3MgLi, see Ref. 13l.
-
-
-
-
48
-
-
85031053659
-
-
-1) is instantaneously consumed
-
-1) is instantaneously consumed.
-
-
-
-
49
-
-
85031055491
-
-
2O at -75°C
-
2O at -75°C.
-
-
-
-
50
-
-
85031060060
-
-
2 at -75°C and allowing the mixture to reach 0°C
-
2 at -75°C and allowing the mixture to reach 0°C.
-
-
-
-
51
-
-
85031058651
-
-
2 at -75°C and allowing the mixture to reach 0°C
-
2 at -75°C and allowing the mixture to reach 0°C.
-
-
-
-
52
-
-
0002009223
-
-
2- and 4-Bromoquinolines were prepared using a published procedure:
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2- and 4-Bromoquinolines were prepared using a published procedure: Grundmann G. Chem. Ber. 81:1948;7.
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Grundmann, G.1
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53
-
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85031053061
-
-
The consumption of 2-bromoquinoline is not instantaneous, as observed for 3-bromoquinoline
-
The consumption of 2-bromoquinoline is not instantaneous, as observed for 3-bromoquinoline.
-
-
-
-
54
-
-
85031057593
-
-
Note that 2,2′-biquinoline was also detected
-
Note that 2,2′-biquinoline was also detected.
-
-
-
-
55
-
-
0001170338
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Less than 10% of 3,3′-biquinoline was detected.
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Cross-couplings using quinoline boranes and stannanes are described in medium and good yields, respectively: (a)
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