-
1
-
-
51049094897
-
-
For some recent reviews see:
-
For some recent reviews see:. Meldal M., and Christian W. Chem. Rev. 108 (2008) 2952-3015
-
(2008)
Chem. Rev.
, vol.108
, pp. 2952-3015
-
-
Meldal, M.1
Christian, W.2
-
5
-
-
34848870567
-
-
Aucagne V., Berná J., Crowley J.D., Goldup S.M., Hänni K.D., Leigh D.A., Lusby P.J., Ronaldson V.E., Slawin A.M.Z., Viteisi A., and Walker D.B. J. Am. Chem. Soc. 129 (2007) 11950-11963
-
(2007)
J. Am. Chem. Soc.
, vol.129
, pp. 11950-11963
-
-
Aucagne, V.1
Berná, J.2
Crowley, J.D.3
Goldup, S.M.4
Hänni, K.D.5
Leigh, D.A.6
Lusby, P.J.7
Ronaldson, V.E.8
Slawin, A.M.Z.9
Viteisi, A.10
Walker, D.B.11
-
8
-
-
11844255741
-
-
Himo F., Lowell T., Hilgraf R., Rostovtsev V.V., Noodleman L., Sharpless K.B., and Fokin V.V. J. Am. Chem. Soc. 127 (2005) 210-216
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 210-216
-
-
Himo, F.1
Lowell, T.2
Hilgraf, R.3
Rostovtsev, V.V.4
Noodleman, L.5
Sharpless, K.B.6
Fokin, V.V.7
-
11
-
-
33644935644
-
-
Bock V.D., Perciaccante R., Jansen T.P., Hiemstra H., and van Maarseveen J.H. Org. Lett. 8 (2006) 919-922
-
(2006)
Org. Lett.
, vol.8
, pp. 919-922
-
-
Bock, V.D.1
Perciaccante, R.2
Jansen, T.P.3
Hiemstra, H.4
van Maarseveen, J.H.5
-
12
-
-
57349146251
-
-
Shen J., Woodward R., Kedenburg J.P., Liu X., Chen M., Fang L., Sun D., and Wang P.G. J. Med. Chem. 51 (2008) 7417-7427
-
(2008)
J. Med. Chem.
, vol.51
, pp. 7417-7427
-
-
Shen, J.1
Woodward, R.2
Kedenburg, J.P.3
Liu, X.4
Chen, M.5
Fang, L.6
Sun, D.7
Wang, P.G.8
-
13
-
-
53049088228
-
-
Morales-Sanfrutos J., Ortega-Muñoz M., Lopez-Jaramillo J., Hernandez-Mateo F., and Santoyo-Gonzalez F. J. Org. Chem. 73 (2008) 7772-7774
-
(2008)
J. Org. Chem.
, vol.73
, pp. 7772-7774
-
-
Morales-Sanfrutos, J.1
Ortega-Muñoz, M.2
Lopez-Jaramillo, J.3
Hernandez-Mateo, F.4
Santoyo-Gonzalez, F.5
-
14
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34250794457
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Inorganic bases, under oxidative conditions, have been shown to have a profound impact by promoting the formation of 5,5′-bistriazoles:
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Inorganic bases, under oxidative conditions, have been shown to have a profound impact by promoting the formation of 5,5′-bistriazoles:. Angell Y., and Burgess K. Angew. Chem., Int. Ed. 46 (2007) 3649-3651
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(2007)
Angew. Chem., Int. Ed.
, vol.46
, pp. 3649-3651
-
-
Angell, Y.1
Burgess, K.2
-
15
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35548939058
-
-
Radionov V.O., Presolski S.I., Diaz Diaz D., Fokin V.V., and Finn M.G. J. Am. Chem. Soc. 129 (2007) 12705-12712
-
(2007)
J. Am. Chem. Soc.
, vol.129
, pp. 12705-12712
-
-
Radionov, V.O.1
Presolski, S.I.2
Diaz Diaz, D.3
Fokin, V.V.4
Finn, M.G.5
-
16
-
-
35548971206
-
-
Radionov V.O., Presolski S.I., Gardinier S., Lim Y.-H., and Finn M.G. J. Am. Chem. Soc. 129 (2007) 12696-12704
-
(2007)
J. Am. Chem. Soc.
, vol.129
, pp. 12696-12704
-
-
Radionov, V.O.1
Presolski, S.I.2
Gardinier, S.3
Lim, Y.-H.4
Finn, M.G.5
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18
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71649115118
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note
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2-protons of 5-H-triazole (5.7 ppm).
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19
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36148960412
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Pérez-Castro I., Caamaño O., Fernández F., Carcía M.D., López C., and De Clercq E. Org. Biomol. Chem. (2007) 3805-3813
-
(2007)
Org. Biomol. Chem.
, pp. 3805-3813
-
-
Pérez-Castro, I.1
Caamaño, O.2
Fernández, F.3
Carcía, M.D.4
López, C.5
De Clercq, E.6
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54849406121
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Ito S., Satoh A., Nagatomi Y., Hirata Y., Suzuku G., Kimura T., Satow A., Maehara S., Hikichi H., Hata M., Kawamoto H., and Ohta H. Bioorg. Med. Chem. 16 (2008) 9817-9829
-
(2008)
Bioorg. Med. Chem.
, vol.16
, pp. 9817-9829
-
-
Ito, S.1
Satoh, A.2
Nagatomi, Y.3
Hirata, Y.4
Suzuku, G.5
Kimura, T.6
Satow, A.7
Maehara, S.8
Hikichi, H.9
Hata, M.10
Kawamoto, H.11
Ohta, H.12
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22
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67649616880
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DMAP was recently shown to accelerate 1,4-triazole formation catalyzed by copper-carbene ligands, without inducing the formation of any other cyloaddition products:
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DMAP was recently shown to accelerate 1,4-triazole formation catalyzed by copper-carbene ligands, without inducing the formation of any other cyloaddition products:. Teyssot M.-L., Chevry A., Traïnka M., El-Ghozzi M., Avignant D., and Gautier A. Chem. Eur. J. 15 (2009) 6322-6326
-
(2009)
Chem. Eur. J.
, vol.15
, pp. 6322-6326
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-
Teyssot, M.-L.1
Chevry, A.2
Traïnka, M.3
El-Ghozzi, M.4
Avignant, D.5
Gautier, A.6
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23
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70349200262
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Dinér P., Andersson T., Kjellén J., Elbing K., Hohmann S., and GrØtli M. New J. Chem. 33 (2009) 1010-1016
-
(2009)
New J. Chem.
, vol.33
, pp. 1010-1016
-
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Dinér, P.1
Andersson, T.2
Kjellén, J.3
Elbing, K.4
Hohmann, S.5
GrØtli, M.6
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27
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0042856768
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Kobayashi K., Ishii K., Sakamoto S., Shirasaka T., and Yamaguchi K. J. Am. Chem. Soc. 125 (2003) 10615-10624
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 10615-10624
-
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Kobayashi, K.1
Ishii, K.2
Sakamoto, S.3
Shirasaka, T.4
Yamaguchi, K.5
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28
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20344373411
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For some examples on the synthesis of iodo-triazoles, see:
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For some examples on the synthesis of iodo-triazoles, see:. Wu J., Deng Y.-M., and Chen Q.-Y. Synthesis (2005) 1314-1318
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(2005)
Synthesis
, pp. 1314-1318
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Wu, J.1
Deng, Y.-M.2
Chen, Q.-Y.3
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30
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70349974178
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Hein J.E., Tripp J.C., Krasnova L.B., Sharpless K.B., and Fokin V.V. Angew. Chem., Int. Ed. 48 (2009) 8018-8021
-
(2009)
Angew. Chem., Int. Ed.
, vol.48
, pp. 8018-8021
-
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Hein, J.E.1
Tripp, J.C.2
Krasnova, L.B.3
Sharpless, K.B.4
Fokin, V.V.5
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71649111351
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note
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19F NMR due to non-overlapping resonances of compounds 1 (-113.7 ppm), 2 (-112.9 ppm), and 3 (-108.9 ppm) (Table 1). However, we have also screened the effect of bases and concentrations on the CuI-promoted cycloaddition between phenylacetylene and benzyl azide, that is, non electron-effect biased substrates, and the results appeared in correlation with the trends observed in Table 1.
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It would be of interest to point out that in the absence of the azide (ratio: alkyne/DMAP/CuI-1.0/1.0/0.5), DMAP promoted a clean formation of the diynes. Although the rates of this transformation are fairly slow (20 h), as compared to some literature examples, fewer reagents as well as conditions that do not require a strong oxidant and/or strong electrophile might prove useful in certain cases. For some examples on facile alkyne homocoupling reactions see:
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It would be of interest to point out that in the absence of the azide (ratio: alkyne/DMAP/CuI-1.0/1.0/0.5), DMAP promoted a clean formation of the diynes. Although the rates of this transformation are fairly slow (20 h), as compared to some literature examples, fewer reagents as well as conditions that do not require a strong oxidant and/or strong electrophile might prove useful in certain cases. For some examples on facile alkyne homocoupling reactions see:. Li L., Wang J., Zhang G., and Liu Q. Tetrahedron Lett. 50 (2009) 4033-4036
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(2009)
Tetrahedron Lett.
, vol.50
, pp. 4033-4036
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Li, L.1
Wang, J.2
Zhang, G.3
Liu, Q.4
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36
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42449149114
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{A figure is presented}
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Kamata K., Yamaguchi S., Kotani M., Yamaguchi K., and Mizuno N. Angew. Chem., Int. Ed. 47 (2008) 2407-2410 {A figure is presented}
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(2008)
Angew. Chem., Int. Ed.
, vol.47
, pp. 2407-2410
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Kamata, K.1
Yamaguchi, S.2
Kotani, M.3
Yamaguchi, K.4
Mizuno, N.5
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