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1
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33845286942
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and references cited therein
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Lippert III J.W. Bioorg. Med. Chem. 15 (2007) 605-615 and references cited therein
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(2007)
Bioorg. Med. Chem.
, vol.15
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Lippert III, J.W.1
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2
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33744820579
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For reviews on CA4 analogues, see:
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For reviews on CA4 analogues, see:. Tron G.C., Pirali T., Sorba G., Pagliai F., Busacca S., and Genazzani A. J. Med. Chem. 49 (2006) 3033-3044
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(2006)
J. Med. Chem.
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Tron, G.C.1
Pirali, T.2
Sorba, G.3
Pagliai, F.4
Busacca, S.5
Genazzani, A.6
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5
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0001068239
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Burns B., Grigg R., Sridharan V., Stevenson P., Sukirthalingam S., and Worakun T. Tetrahedron Lett. 30 (1989) 1135-1138
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(1989)
Tetrahedron Lett.
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Burns, B.1
Grigg, R.2
Sridharan, V.3
Stevenson, P.4
Sukirthalingam, S.5
Worakun, T.6
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10
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23644439576
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Yanada R., Obika S., Inokuma T., Yanada K., Yamashita M., Ohta S., and Takemoto Y. J. Org. Chem. 70 (2005) 6972-6975
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(2005)
J. Org. Chem.
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Yanada, R.1
Obika, S.2
Inokuma, T.3
Yanada, K.4
Yamashita, M.5
Ohta, S.6
Takemoto, Y.7
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11
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33750305101
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An analogous tandem process was recently reported by a rhodium-catalysis. See:
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An analogous tandem process was recently reported by a rhodium-catalysis. See:. Shintani R., Yamagami T., and Hayashi T. Org. Lett. 8 (2006) 4799-4801
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(2006)
Org. Lett.
, vol.8
, pp. 4799-4801
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Shintani, R.1
Yamagami, T.2
Hayashi, T.3
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13
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7044235861
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For a review on carbopalladation, see:
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For a review on carbopalladation, see:. Negishi E., Copéret C., Ma S., Liou S.-Y., and Liu F. Chem. Rev. 96 (1996) 365-393
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(1996)
Chem. Rev.
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Negishi, E.1
Copéret, C.2
Ma, S.3
Liou, S.-Y.4
Liu, F.5
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14
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34547701729
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note
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For the desired CA4 analogues of type II, stereochemistry would be trans for the double bond Ca-Cb and cis for the exocyclic one. This corresponds to the configuration (EE) for the oxindole derivatives.
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15
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27544445308
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Alkynamides 4a, 4b and 4e have already been reported, 4a and 4b being synthesized by acylation of 7a with the methyl ester of 8a or 8b. See:
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Alkynamides 4a, 4b and 4e have already been reported, 4a and 4b being synthesized by acylation of 7a with the methyl ester of 8a or 8b. See:. Yanada R., Obika S., Kobayashi Y., Inokuma T., Oyama M., Yanada K., and Takemoto Y. Adv. Synth. Catal. 347 (2005) 1632-1642
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(2005)
Adv. Synth. Catal.
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Yanada, R.1
Obika, S.2
Kobayashi, Y.3
Inokuma, T.4
Oyama, M.5
Yanada, K.6
Takemoto, Y.7
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17
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0035967767
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Ma C., Liu X., Li X., Flippen-Anderson J., Yu S., and Cook J.M. J. Org. Chem. 66 (2001) 4525-4542
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(2001)
J. Org. Chem.
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Ma, C.1
Liu, X.2
Li, X.3
Flippen-Anderson, J.4
Yu, S.5
Cook, J.M.6
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18
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33750986811
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Several 3-trimethoxybenzylidene oxindoles with the (E)-configuration were obtained by coupling trimethoxybenzaldehyde and the appropriate indolinone in the presence of piperidine. But these derivatives are reported to gradually isomerize to the (Z)-isomeric forms, which does not inhibit tubulin polymerization. See:
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Several 3-trimethoxybenzylidene oxindoles with the (E)-configuration were obtained by coupling trimethoxybenzaldehyde and the appropriate indolinone in the presence of piperidine. But these derivatives are reported to gradually isomerize to the (Z)-isomeric forms, which does not inhibit tubulin polymerization. See:. Andreani A., Burnelli S., Granaiola M., Leoni A., Locatelli A., Morigi R., Rambaldi M., Varoli L., and Kunkel M.W. J. Med. Chem. 49 (2006) 6922-6924
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(2006)
J. Med. Chem.
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Andreani, A.1
Burnelli, S.2
Granaiola, M.3
Leoni, A.4
Locatelli, A.5
Morigi, R.6
Rambaldi, M.7
Varoli, L.8
Kunkel, M.W.9
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19
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33747199112
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Pandit B., Sun Y., Chen P., Sackett D.L., Hu Z., Rich W., Li C., Lewis A., Schaefer K., and Li P.-K. Bioorg. Med. Chem. 14 (2006) 6492-6501
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(2006)
Bioorg. Med. Chem.
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Pandit, B.1
Sun, Y.2
Chen, P.3
Sackett, D.L.4
Hu, Z.5
Rich, W.6
Li, C.7
Lewis, A.8
Schaefer, K.9
Li, P.-K.10
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20
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0032080796
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Ducki S., Forrest R., Hadfield J.A., Kendall A., Lawrence N.J., McGown A.T., and Rennison D. Bioorg. Med. Chem. Lett. 8 (1998) 1051-1056
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Ducki, S.1
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Lawrence, N.J.5
McGown, A.T.6
Rennison, D.7
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21
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19544367790
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Hadfield J.A., Gaukroger K., Hirst N., Weston A.P., Lawrence N.J., and McGown A.T. Eur. J. Med. Chem. 40 (2005) 529-541
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Hadfield, J.A.1
Gaukroger, K.2
Hirst, N.3
Weston, A.P.4
Lawrence, N.J.5
McGown, A.T.6
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22
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34547688769
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note
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+: 428.1862; found: 428.1852.
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24
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0032474915
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Sun L., Tran N., Tang F., App H., Hirth P., McMahon G., and Tang C. J. Med. Chem. 41 (1998) 2588-2603
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Sun, L.1
Tran, N.2
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App, H.4
Hirth, P.5
McMahon, G.6
Tang, C.7
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25
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34547690610
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note
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For compound (EZ)-IIb, a positive NOE was observed between the methyl substituent of the exocyclic double bond and the aromatic proton in the 4-position of the indole core.
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