-
2
-
-
84887954229
-
-
For recent examples, see: (a) Rami, M.; Dubois, L.; Parvathaneni, N.-K.; Alterio, V.; van Kuijk, S. J. A.; Monti, S. M.; Lambin, P.; De Simone, P.; Supuran, C. T.; Winum, J.-Y. J. Med. Chem. 2013, 56, 8512.
-
(2013)
J. Med. Chem.
, vol.56
, pp. 8512
-
-
Rami, M.1
Dubois, L.2
Parvathaneni, N.-K.3
Alterio, V.4
Van Kuijk, S.J.A.5
Monti, S.M.6
Lambin, P.7
De Simone, P.8
Supuran, C.T.9
Winum, J.-Y.10
-
3
-
-
84895509168
-
-
(b) Duan, Y.-T.; Wang, Z.-C.; Sang, Y.-L.; Tao, X.-X.; Teraiya, S. B.; Wang, P.-F.; Wen, Q.; Zhou, X.-J.; Ding, L.; Yang, Y.-H.; Zhu, H.-L. Eur. J. Med. Chem. 2014, 76, 387.
-
(2014)
Eur. J. Med. Chem.
, vol.76
, pp. 387
-
-
Duan, Y.-T.1
Wang, Z.-C.2
Sang, Y.-L.3
Tao, X.-X.4
Teraiya, S.B.5
Wang, P.-F.6
Wen, Q.7
Zhou, X.-J.8
Ding, L.9
Yang, Y.-H.10
Zhu, H.-L.11
-
4
-
-
60349095962
-
-
(c) Crozet, M. D.; Botta, C.; Gasquet, M.; Curti, C.; Rémusat, V.; Hutter, S.; Chapelle, O.; Azas, N.; De Mé, M.; Vanelle, P. Eur. J. Med. Chem. 2009, 44, 653.
-
(2009)
Eur. J. Med. Chem.
, vol.44
, pp. 653
-
-
Crozet, M.D.1
Botta, C.2
Gasquet, M.3
Curti, C.4
Rémusat, V.5
Hutter, S.6
Chapelle, O.7
Azas, N.8
De Mé, M.9
Vanelle, P.10
-
6
-
-
84870004845
-
-
Hanan, E. J.; van Abbema, A.; Barrett, K.; Blair, W. S.; Blaney, J.; Chang, C.; Eigenbrot, C.; Flynn, S.; Gibbons, P.; Hurley, C. A.; Kenny, J. R., II.; Kulagowski, J.; Lee, L.; Magnuson, S. R.; Morris, C.; Murray, J.; Pastor, R. M.; Rawson, T.; Siu, M.; Ultsch, M.; Zhou, A.; Sampath, D.; Lyssikatos, J. P. J. Med. Chem. 2012, 55, 10090.
-
(2012)
J. Med. Chem.
, vol.55
, pp. 10090
-
-
Hanan, E.J.1
Van Abbema, A.2
Barrett, K.3
Blair, W.S.4
Blaney, J.5
Chang, C.6
Eigenbrot, C.7
Flynn, S.8
Gibbons, P.9
Hurley, C.A.10
Kenny, J.R.I.I.11
Kulagowski, J.12
Lee, L.13
Magnuson, S.R.14
Morris, C.15
Murray, J.16
Pastor, R.M.17
Rawson, T.18
Siu, M.19
Ultsch, M.20
Zhou, A.21
Sampath, D.22
Lyssikatos, J.P.23
more..
-
7
-
-
1342332918
-
-
For examples of the synthesis of nitrogen-containing heterocycles using nitro groups as the N atom source, see: (a) Smitrovich, J. H.; Davies, I. W. Org. Lett. 2004, 6, 533.
-
(2004)
Org. Lett.
, vol.6
, pp. 533
-
-
Smitrovich, J.H.1
Davies, I.W.2
-
8
-
-
20844444342
-
-
Freeman, A. W.; Urvoy, M.; Criswell, M. E. J. Org. Chem. 2005, 70, 5014.
-
(2005)
J. Org. Chem.
, vol.70
, pp. 5014
-
-
Freeman, A.W.1
Urvoy, M.2
Criswell, M.E.3
-
9
-
-
34547154811
-
-
Sanz, R.; Escribano, J.; Pedrosa, M. R.; Aguado, R.; Arnáiz, F. J. Adv. Synth. Catal. 2007, 349, 713.
-
(2007)
J. Adv. Synth. Catal.
, vol.349
, pp. 713
-
-
Sanz, R.1
Escribano, J.2
Pedrosa, M.R.3
Aguado, R.4
Arnáiz, F.5
-
10
-
-
77249091721
-
-
For the C-H arylation reaction of heterocycles using a chloride as an activating group, see: (a) Liégault, B.; Petrov, I.; Gorelsky, S. I.; Fagnou, K. J. Org. Chem. 2010, 75, 1047.
-
(2010)
J. Org. Chem.
, vol.75
, pp. 1047
-
-
Liégault, B.1
Petrov, I.2
Gorelsky, S.I.3
Fagnou, K.4
-
11
-
-
78049487220
-
-
Mateos, C.; Mendiola, J.; Carpintero, M.; Mínguez, J. M. Org. Lett. 2010, 12, 4924.
-
(2010)
Org. Lett.
, vol.12
, pp. 4924
-
-
Mateos, C.1
Mendiola, J.2
Carpintero, M.3
Mínguez, J.M.4
-
12
-
-
84866113825
-
-
Yan, T.; Chen, L.; Bruneau, C.; Dixneuf, P. H.; Doucet, H. J. Org. Chem. 2012, 77, 7659.
-
(2012)
J. Org. Chem.
, vol.77
, pp. 7659
-
-
Yan, T.1
Chen, L.2
Bruneau, C.3
Dixneuf, P.H.4
Doucet, H.5
-
13
-
-
58149152745
-
-
Caron, L.; Campeau, L.-C.; Fagnou, K. Org. Lett. 2008, 10, 4533.
-
(2008)
Org. Lett.
, vol.10
, pp. 4533
-
-
Caron, L.1
Campeau, L.-C.2
Fagnou, K.3
-
14
-
-
80054759780
-
-
Guo, P.; Joo, J. M.; Rakshit, S.; Sames, D. J. Am. Chem. Soc. 2011, 133, 16338.
-
(2011)
J. Am. Chem. Soc.
, vol.133
, pp. 16338
-
-
Guo, P.1
Joo, J.M.2
Rakshit, S.3
Sames, D.4
-
15
-
-
84898077614
-
-
During the preparation of the manuscript, a C-H arylation reaction of 4-nitropyrazoles using a catalytic amount of Pd or Ni complexes, an excess of CuI, and DMF was reported. Iaroshenko, V. O.; Gevorgyan, A.; Davydova, O.; Villinger, A.; Langer, P. J. Org. Chem. 2014, 79, 2906.
-
(2014)
J. Org. Chem.
, vol.79
, pp. 2906
-
-
Iaroshenko, V.O.1
Gevorgyan, A.2
Davydova, O.3
Villinger, A.4
Langer, P.5
-
16
-
-
67749101415
-
-
Goikhman, R.; Jacques, T. L.; Sames, D. J. Am. Chem. Soc. 2009, 131, 3042.
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 3042
-
-
Goikhman, R.1
Jacques, T.L.2
Sames, D.3
-
20
-
-
33846918696
-
-
Alberico, D.; Scott, M. E.; Lautens, M. Chem. Rev. 2007, 107, 174.
-
(2007)
Chem. Rev.
, vol.107
, pp. 174
-
-
Alberico, D.1
Scott, M.E.2
Lautens, M.3
-
23
-
-
67649488045
-
-
Chen, X.; Engle, K. M.; Wang, D.-H.; Yu, J.-Q. Angew. Chem., Int. Ed. 2009, 48, 5094.
-
(2009)
Angew. Chem., Int. Ed.
, vol.48
, pp. 5094
-
-
Chen, X.1
Engle, K.M.2
Wang, D.-H.3
Yu, J.-Q.4
-
24
-
-
77349090183
-
-
Colby, D. A.; Bergman, R. G.; Ellman, J. A. Chem. Rev. 2010, 110, 624.
-
(2010)
Chem. Rev.
, vol.110
, pp. 624
-
-
Colby, D.A.1
Bergman, R.G.2
Ellman, J.A.3
-
26
-
-
84865838463
-
-
Yamaguchi, J.; Yamaguchi, A. D.; Itami, K. Angew. Chem. Int. Ed. 2012, 51, 8960.
-
(2012)
Angew. Chem. Int. Ed.
, vol.51
, pp. 8960
-
-
Yamaguchi, J.1
Yamaguchi, A.D.2
Itami, K.3
-
27
-
-
3142583262
-
-
Crozet, M. D.; Suspène, C.; Kaafarani, M.; Crozet, M. P.; Vanelle, P. Heterocycles 2004, 63, 1629.
-
(2004)
Heterocycles.
, vol.63
, pp. 1629
-
-
Crozet, M.D.1
Suspène, C.2
Kaafarani, M.3
Crozet, M.P.4
Vanelle, P.5
-
28
-
-
70449560855
-
-
Crozet, M. D.; Zink, L.; Remusat, V.; Curti, C.; Vanelle, P. Synthesis 2009, 18, 3150.
-
(2009)
Synthesis.
, vol.18
, pp. 3150
-
-
Crozet, M.D.1
Zink, L.2
Remusat, V.3
Curti, C.4
Vanelle, P.5
-
29
-
-
70350780276
-
-
For a comprehensive review on the C-H arylation of heteroarenes, see: Bellina, F.; Rossi, R. Tetrahedron 2009, 65, 10269.
-
(2009)
Tetrahedron.
, vol.65
, pp. 10269
-
-
Bellina, F.1
Rossi, R.2
-
30
-
-
79952634665
-
-
For a review on the carboxylate-assisted C-H functionalization reaction, see: Ackermann, L. Chem. Rev. 2011, 111, 1315.
-
(2011)
Chem. Rev.
, vol.111
, pp. 1315
-
-
Ackermann, L.1
-
31
-
-
84890812780
-
-
Due to the high reproductive toxicity, the European Chemicals Agency (ECHA) has prioritized DMF and DMA in the candidate list of substances of very high concern to be subject to authorization under the REACH regulation. For an example of a solvent selection guideline from a pharmaceutical company, see: Prat, D.; Pardigon, O.; Flemming, H.-W.; Letestu, S.; Ducandas, V.; Isnard, P.; Guntrum, E.; Senac, T.; Ruisseau, S.; Paul Cruciani, P.; Hosek, P. Org. Process Res. Dev. 2013, 17, 1517.
-
(2013)
Org. Process Res. Dev.
, vol.17
, pp. 1517
-
-
Prat, D.1
Pardigon, O.2
Flemming, H.-W.3
Letestu, S.4
Ducandas, V.5
Isnard, P.6
Guntrum, E.7
Senac, T.8
Ruisseau, S.9
Paul Cruciani, P.10
Hosek, P.11
-
32
-
-
84872507649
-
-
A similar electronic effect was observed in the arylation of 1,2,4-triazoles that are more electron deficient than 1,2-and 1,3-diazoles. Joo, J. M.; Guo, P.; Sames, D. J. Org. Chem. 2013, 78, 738.
-
(2013)
J. Org. Chem.
, vol.78
, pp. 738
-
-
Joo, J.M.1
Guo, P.2
Sames, D.3
-
33
-
-
79953856839
-
-
Shibahara, F.; Yamaguchi, E.; Murai, T. J. Org. Chem. 2011, 76, 2680.
-
(2011)
J. Org. Chem.
, vol.76
, pp. 2680
-
-
Shibahara, F.1
Yamaguchi, E.2
Murai, T.3
-
35
-
-
69349094999
-
-
For an example of C-H arylation of heterocycles through addition/elimination, see: Tobisu, M.; Hyodo, I.; Chatani, N. J. Am. Chem. Soc. 2009, 131, 12070.
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 12070
-
-
Tobisu, M.1
Hyodo, I.2
Chatani, N.3
|