-
1
-
-
77954794099
-
-
Janssen Pharmaceutica NV, Patent EP 1,162,201
-
a) P. R. Angibaud, G. C Sanz, M. G. Venet, P. Muller, Janssen Pharmaceutica NV, Patent EP 1,162,201, 2001;
-
(2001)
-
-
Angibaud, P.R.1
Sanz, G.C.2
Venet, M.G.3
Muller, P.4
-
2
-
-
0033585872
-
-
b) C. A. Hicks, M. A. Ward, N. Ragumoorthy, S. J. Ambler, C. P. Dell, D. Dobson, M. J. O'Neill, Brain Res. 1999, 819, 65-74;
-
(1999)
Brain Res.
, vol.819
, pp. 65-74
-
-
Hicks, C.A.1
Ward, M.A.2
Ragumoorthy, N.3
Ambler, S.J.4
Dell, C.P.5
Dobson, D.6
O'Neill, M.J.7
-
3
-
-
0030793673
-
-
c)W. W. K. R. Mederski, M. Osswald, D. Dorsch, M. Christadler, C.-J. Schmitges, C. Wilm, Bioorg. Med. Chem. Lett. 1997, 7, 1883-1886.
-
(1997)
Bioorg. Med. Chem. Lett.
, vol.7
, pp. 1883-1886
-
-
Mederski, W.W.K.R.1
Osswald, M.2
Dorsch, D.3
Christadler, M.4
Schmitges, C.-J.5
Wilm, C.6
-
4
-
-
1542613876
-
-
a) P. Hewawasam, N. Chen, M. Ding, J. T. Natale, C. G. Boissard, S. Yeola, V. K. Gribkoff, J. Starrett, S. I. Dworetzky, Bioorg. Med. Chem. Lett. 2004, 14, 1615-1618;
-
(2004)
Bioorg. Med. Chem. Lett.
, vol.14
, pp. 1615-1618
-
-
Hewawasam, P.1
Chen, N.2
Ding, M.3
Natale, J.T.4
Boissard, C.G.5
Yeola, S.6
Gribkoff, V.K.7
Starrett, J.8
Dworetzky, S.I.9
-
5
-
-
0037784031
-
-
b) P. Hewawasam, W. Fan, M. Ding, K. Flint, D. Cook, G. D. Coggings, R. A. Myers, V. K. Gribkoff, C. G. Boissard, S. I. Dworetzky, J. E. Starret, N. J. Lodge, J. Med. Chem. 2003, 46, 2819-2822.
-
(2003)
J. Med. Chem.
, vol.46
, pp. 2819-2822
-
-
Hewawasam, P.1
Fan, W.2
Ding, M.3
Flint, K.4
Cook, D.5
Coggings, G.D.6
Myers, R.A.7
Gribkoff, V.K.8
Boissard, C.G.9
Dworetzky, S.I.10
Starret, J.E.11
Lodge, N.J.12
-
6
-
-
0037042779
-
-
P. Hewawasam, W. Fan, J. Knipe, S. L. Moon, V. C. G. Boissard, K. Gribkoff, J. E. Starret, Bioorg. Med. Chem. Lett. 2002, 72, 1779-1783.
-
(2002)
Bioorg. Med. Chem. Lett.
, vol.72
, pp. 1779-1783
-
-
Hewawasam, P.1
Fan, W.2
Knipe, J.3
Moon, S.L.4
Boissard, V.C.G.5
Gribkoff, K.6
Starret, J.E.7
-
7
-
-
33645423157
-
-
K. H. Raitio, J. R. Savinainen, J. Vepsäläinen, J. T. Lai- tinen, A. Poso, T. Järvinen, T. Nevalainen, J. Med. Chem. 2006, 49, 2022-2027.
-
(2006)
J. Med. Chem.
, vol.49
, pp. 2022-2027
-
-
Raitio, K.H.1
Savinainen, J.R.2
Vepsäläinen, J.3
Lai- Tinen, J.T.4
Poso, A.5
Järvinen, T.6
Nevalainen, T.7
-
8
-
-
0028949659
-
-
a) A. A. Cordi, P. Desos, J. C. R. Randle, J. Lepagnol, Bioorg. Med. Chem. 1995, 3, 129-141;
-
(1995)
Bioorg. Med. Chem.
, vol.3
, pp. 129-141
-
-
Cordi, A.A.1
Desos, P.2
Randle, J.C.R.3
Lepagnol, J.4
-
9
-
-
0030026595
-
-
b) P. Desos, J. M. Lepagnol, P. Morain, P. Lestage, A. A. Cordi, J. Med. Chem. 1996, 39, 197-206;
-
(1996)
J. Med. Chem.
, vol.39
, pp. 197-206
-
-
Desos, P.1
Lepagnol, J.M.2
Morain, P.3
Lestage, P.4
Cordi, A.A.5
-
10
-
-
0027331481
-
-
(c) R. W. Carling, P. D. Leeson, K. W. Moore, J. D. Smith, C. R. Moyes, I. M. Mawer, S. Thomas, T. Chan, R. Baker, A. Foster, S. Grimwood, J. A. Kemp, G. R. Marshall, M. D. Trickle-bank, K. L. Saywell, J. Med. Chem. 1993, 36, 3397-3408.
-
(1993)
J. Med. Chem.
, vol.36
, pp. 3397-3408
-
-
Carling, R.W.1
Leeson, P.D.2
Moore, K.W.3
Smith, J.D.4
Moyes, C.R.5
Mawer, I.M.6
Thomas, S.7
Chan, T.8
Baker, R.9
Foster, A.10
Grimwood, S.11
Kemp, J.A.12
Marshall, G.R.13
Trickle-bank, M.D.14
Saywell, K.L.15
-
11
-
-
0016767945
-
-
D. R. Buckle, B. C. C. Cantello, H. Smith, B. A. Spicer, J. Med. Chem. 1975, 18, 726-732.
-
(1975)
J. Med. Chem.
, vol.18
, pp. 726-732
-
-
Buckle, D.R.1
Cantello, B.C.C.2
Smith, H.3
Spicer, B.A.4
-
12
-
-
44849085438
-
-
P. Cheng, Q. Zhang, Y.-B. Ma, Z.-Y. Jiang, X.-M. Zhang, F.-X. Zhang, J.-J Chen, Bioorg. Med. Chem. Lett. 2008, 18, 3787-3789.
-
(2008)
Bioorg. Med. Chem. Lett.
, vol.18
, pp. 3787-3789
-
-
Cheng, P.1
Zhang, Q.2
Ma, Y.-B.3
Jiang, Z.-Y.4
Zhang, X.-M.5
Zhang, F.-X.6
Chen, J.-J.7
-
13
-
-
67650760201
-
-
a) S. Messaoudi, B. Treguier, A. Hamze, O. Provot, J.-F. Peyrat, J. R. Rodrigo De Losada, J.-M. Liu, J. Bignon, J. Wdzieczak-Bakala, S. Thoret, J. Dubois, J.-D. Brion, M. Alami, J. Med. Chem. 2009, 52, 4538-4542;
-
(2009)
J. Med. Chem.
, vol.52
, pp. 4538-4542
-
-
Messaoudi, S.1
Treguier, B.2
Hamze, A.3
Provot, O.4
Peyrat, J.-F.5
De Rodrigo Losada, J.R.6
Liu, J.-M.7
Bignon, J.8
Wdzieczak-Bakala, J.9
Thoret, S.10
Dubois, J.11
Brion, J.-D.12
Alami, M.13
-
14
-
-
44349096338
-
-
b) C. Mousset, A. Giraud, O. Provot, A. Hamze, J. Bignon, J. M. Liu, S. Thoret, J. Dubois, J.-D. Brion, M. Alami, Bioorg. Med. Chem. Lett. 2008, 18, 3266-3271;
-
(2008)
Bioorg. Med. Chem. Lett.
, vol.18
, pp. 3266-3271
-
-
Mousset, C.1
Giraud, A.2
Provot, O.3
Hamze, A.4
Bignon, J.5
Liu, J.M.6
Thoret, S.7
Dubois, J.8
Brion, J.-D.9
Alami, M.10
-
15
-
-
73449087663
-
-
c) A. Hamze, A. Giraud, S. Messaoudi, O. Provot, J.-F. Peyrat, J. Bignon, J.-M. Liu, J. Wdzieczak-Bakala, S. Thoret, J. Dubois, J.-D. Brion, M. Alami, ChemMedChem 2009, 4, 1912-1924;
-
(2009)
ChemMedChem
, vol.4
, pp. 1912-1924
-
-
Hamze, A.1
Giraud, A.2
Messaoudi, S.3
Provot, O.4
Peyrat, J.-F.5
Bignon, J.6
Liu, J.-M.7
Wdzieczak-Bakala, J.8
Thoret, S.9
Dubois, J.10
Brion, J.-D.11
Alami, M.12
-
16
-
-
27644449720
-
-
(d) O. Provot, A. Giraud, J.-F. Peyrat, M. Alami, J.-D. Brion, Tetrahedron Lett. 2005, 46, 8547-8550.
-
(2005)
Tetrahedron Lett.
, vol.46
, pp. 8547-8550
-
-
Provot, O.1
Giraud, A.2
Peyrat, J.-F.3
Alami, M.4
Brion, J.-D.5
-
17
-
-
55249109007
-
-
S. Messaoudi, J.-F. Peyrat, J.-D. Brion, M. Alami, Anticancer Agents Med. Chem. 2008, 8, 761-782.
-
(2008)
Anticancer Agents Med. Chem.
, vol.8
, pp. 761-782
-
-
Messaoudi, S.1
Peyrat, J.-F.2
Brion, J.-D.3
Alami, M.4
-
18
-
-
37849037720
-
-
a) G. Le Bras, C. Radanyi, J.-F. Peyrat, J.-D. Brion, M. Alami, V. Marsaud, B. Stella, J.-M. Renoir, J. Med. Chem. 2007, 50, 6189-6200;
-
(2007)
J. Med. Chem.
, vol.50
, pp. 6189-6200
-
-
Le Bras, G.1
Radanyi, C.2
Peyrat, J.-F.3
Brion, J.-D.4
Alami, M.5
Marsaud, V.6
Stella, B.7
Renoir, J.-M.8
-
19
-
-
41349108858
-
-
b) C. Radanyi, G. Le Bras, S. Messaoudi, C. Bouclier, J.-F. Peyrat, J.-D. Brion, V. Marsaud, J.-M. Renoir, M. Alami, Bioorg. Med. Chem. Lett. 2008, 18, 2495-2498;
-
(2008)
Bioorg. Med. Chem. Lett.
, vol.18
, pp. 2495-2498
-
-
Radanyi, C.1
Le Bras, G.2
Messaoudi, S.3
Bouclier, C.4
Peyrat, J.-F.5
Brion, J.-D.6
Marsaud, V.7
Renoir, J.-M.8
Alami, M.9
-
20
-
-
57849109385
-
-
c) C. Radanyi, G. Le Bras, V. Marsaud, J.-F. Peyrat, S. Messaoudi, M. G. Catelli, J.-D. Brion, M. Alami, J.-M. Renoir, Cancer Lett. 2008, 274, 88-94;
-
(2008)
Cancer Lett.
, vol.274
, pp. 88-94
-
-
Radanyi, C.1
Le Bras, G.2
Marsaud, V.3
Peyrat, J.-F.4
Messaoudi, S.5
Catelli, M.G.6
Brion, J.-D.7
Alami, M.8
Renoir, J.-M.9
-
21
-
-
58249122591
-
-
d) C. Radanyi, G. Le Bras, C. Bouclier, S. Messaoudi, J.-F. Peyrat, J.-D. Brion, M. Alami, J.-M. Renoir, Biochem. Biophys. Res Commun. 2009, 379, 514-518;
-
(2009)
Biochem. Biophys. Res Commun.
, vol.379
, pp. 514-518
-
-
Radanyi, C.1
Le Bras, G.2
Bouclier, C.3
Messaoudi, S.4
Peyrat, J.-F.5
Brion, J.-D.6
Alami, M.7
Renoir, J.-M.8
-
22
-
-
77949657030
-
-
e) D. Audisio, S. Messaoudi, I. Ijjaali, E. Dubus, F. Petitet, J.-F. Peyrat, J.-D. Brion, M. Alami, Eur. J. Med. Chem. 2010, 45, 2000-2009.
-
(2010)
Eur. J. Med. Chem.
, vol.45
, pp. 20002009
-
-
Audisio, D.1
Messaoudi, S.2
Ijjaali, I.3
Dubus, E.4
Petitet, F.5
Peyrat, J.-F.6
Brion, J.-D.7
Alami, M.8
-
23
-
-
34548201780
-
-
S. Messaoudi, D. Audisio, J.-D. Brion, M. Alami, Tetrahedron 2007, 63, 10202-10210.
-
(2007)
Tetrahedron
, vol.63
, pp. 10202-10210
-
-
Messaoudi, S.1
Audisio, D.2
Brion, J.-D.3
Alami, M.4
-
24
-
-
34548324619
-
-
D. Audisio, S. Messaoudi, J.-F. Peyrat, J.-D. Brion, M. Alami, Tetrahedron Lett. 2007, 48, 6928-6932.
-
(2007)
Tetrahedron Lett.
, vol.48
, pp. 6928-6932
-
-
Audisio, D.1
Messaoudi, S.2
Peyrat, J.-F.3
Brion, J.-D.4
Alami, M.5
-
25
-
-
24744470048
-
-
J. Anderson, U. Madsen, F. Björkling, X. Liang, Synlett 2005, 2209-2213.
-
(2005)
Synlett
, pp. 2209-2213
-
-
Anderson, J.1
Madsen, U.2
Björkling, F.3
Liang, X.4
-
28
-
-
77952474057
-
-
DOI: 10.1021/jo100345t.
-
During reviewing of this manuscript, Qiao reported the Cu(I)-catalyzed direct animation of ortho-functionalized haloarenes with sodium azide as the amino source: H. Zhao, H. Fu, R. Qiao, J. Org. Chem. 2010, DOI: 10.1021/jo100345t.
-
(2010)
J. Org. Chem.
-
-
Zhao, H.1
Fu, H.2
Qiao, R.3
-
29
-
-
8744304751
-
-
Usually, sodium ascorbate is used as an additive, for recent examples, see: a) A. K. Feldman, B. Colasson, V. V. Fokin, Org. Lett. 2004, 6, 3897-3899;
-
(2004)
Org. Lett.
, vol.6
, pp. 3897-3899
-
-
Feldman, A.K.1
Colasson, B.2
Fokin, V.V.3
-
30
-
-
9444260351
-
-
b) P. Appukkuttan, W. Dehaen, V. Fokin, E. Van der Eycken, Org. Lett. 2004, 6, 4223-4225;
-
(2004)
Org. Lett.
, vol.6
, pp. 4223-4225
-
-
Appukkuttan, P.1
Dehaen, W.2
Fokin, V.3
Van Der Eycken, E.4
-
32
-
-
33750499990
-
-
X. Guo, H. Rao, H. Fu, Y. Jiang, Y. Zhao, Adv. Synth. Catal. 2006, 348, 2197-2202.
-
(2006)
Adv. Synth. Catal.
, vol.348
, pp. 2197-2202
-
-
Guo, X.1
Rao, H.2
Fu, H.3
Jiang, Y.4
Zhao, Y.5
-
33
-
-
77954778288
-
-
At lower temperature (40 or 60°C), no reaction occurred; only starting material was recovered unchanged
-
At lower temperature (40 or 60°C), no reaction occurred; only starting material was recovered unchanged.
-
-
-
-
34
-
-
76449107018
-
-
D. Audisio, S. Messaoudi, J.-D. Brion, M. Alami, Eur. J. Org. Chem. 2010, 1046-1051.
-
(2010)
Eur. J. Org. Chem.
, pp. 1046-1051
-
-
Audisio, D.1
Messaoudi, S.2
Brion, J.-D.3
Alami, M.4
-
35
-
-
33845306864
-
-
a) J. A. Burlison, L. Neckers, A. B. Smith, A. Maxwell, B. S. J. Blagg, J. Am. Chem. Soc. 2006, 128, 15529- 15536;
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 15529-15536
-
-
Burlison, J.A.1
Neckers, L.2
Smith, A.B.3
Maxwell, A.4
Blagg, B.S.J.5
-
36
-
-
0034711270
-
-
b) M. G. Marcu, A. Chadli, I. Bouhouche, M. Catelli, L. M. Neckers, J. Biol. Chem. 2000, 275, 37181-37186;
-
(2000)
J. Biol. Chem.
, vol.275
, pp. 37181-37186
-
-
Marcu, M.G.1
Chadli, A.2
Bouhouche, I.3
Catelli, M.4
Neckers, L.M.5
-
38
-
-
0020360025
-
-
d) D. C. Hooper, J. S. Wolfson, G. L. McHugh, M. B. Winters, M. N. Swartz, Antimicrob. Agents Chemother. 1982, 22, 662-671;
-
(1982)
Antimicrob. Agents Chemother.
, vol.22
, pp. 662-671
-
-
Hooper, D.C.1
Wolfson, J.S.2
McHugh, G.L.3
Winters, M.B.4
Swartz, M.N.5
-
39
-
-
0033638360
-
-
e) C. Charitos, C. Tzougraki, G. Kokotos, J. Peptide Res. 2000, 56, 373-381;
-
(2000)
J. Peptide Res.
, vol.56
, pp. 373-381
-
-
Charitos, C.1
Tzougraki, C.2
Kokotos, G.3
-
40
-
-
0010461282
-
-
f) A. Dorlars, C. Schellhammer, J. Schroeder, Angew. Chem. 1975, 87, 693-707;
-
(1975)
Angew. Chem.
, vol.87
, pp. 693-707
-
-
Dorlars, A.1
Schellhammer, C.2
Schroeder, J.3
-
42
-
-
77649197278
-
-
g) G. Li, D. Wang, M. Sun, G. Li, J. Hu, Y. Zhang, Y. Yuan, H. Ji, N. Chen, G. Liu, J. Med. Chem. 2010, 53, 1741-1754;
-
(2010)
J. Med. Chem.
, vol.53
, pp. 1741-1754
-
-
Li, G.1
Wang, D.2
Sun, M.3
Li, G.4
Hu, J.5
Zhang, Y.6
Yuan, Y.7
Ji, H.8
Chen, N.9
Liu, G.10
-
43
-
-
77954769312
-
-
No EP2009/056885-WO2009/147217A1.
-
h) M. Alami, J.-D Brion, S. Messaoudi, A. Hamze, O. Provot, J. Bignon, J. Bakala-Wdzieczak, X M. Liu, PCT No EP2009/056885-WO2009/147217A1.2009.
-
(2009)
PCT
-
-
Alami, M.1
Brion, J.-D.2
Messaoudi, S.3
Hamze, A.4
Provot, O.5
Bignon, J.6
Bakala-Wdzieczak, J.7
Liu, X.M.8
-
44
-
-
77954773507
-
-
In ail cases studied, even those where the yields of the amine products were moderate, the azide intermediate was never isolated.
-
In ail cases studied, even those where the yields of the amine products were moderate, the azide intermediate was never isolated.
-
-
-
-
50
-
-
67249109649
-
-
e) L. Jiang, X. Lu, H. Zhang, Y. Jiang, D. Ma, J. Org. Chem. 2009, 74, 4542- 4546;
-
(2009)
J. Org. Chem.
, vol.74
, pp. 4542-4546
-
-
Jiang, L.1
Lu, X.2
Zhang, H.3
Jiang, Y.4
Ma, D.5
-
52
-
-
75649100489
-
-
for the palladium-catalyzed synthesis of anilines, see
-
g) M. K. Elmkaddem, C. Fischmeister, C. M. Thomas, J.-L. Renaud, Chem. Commun. 2010, 46, 925-927; for the palladium-catalyzed synthesis of anilines, see:
-
(2010)
Chem. Commun.
, vol.46
, pp. 925-927
-
-
Elmkaddem, M.K.1
Fischmeister, C.2
Thomas, C.M.3
Renaud, J.-L.4
-
54
-
-
0038579438
-
-
i) X. H. Huang, K. W. Anderson, D. Zim, L. Jiang, A. Klapars, S. L. Buchwald, J. Am. Chem. Soc. 2003, 125, 6653-6655;
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 6653-6655
-
-
Huang, X.H.1
Anderson, K.W.2
Zim, D.3
Jiang, L.4
Klapars, A.5
Buchwald, S.L.6
-
55
-
-
0035900483
-
-
j) G. A. Grasa, M. S. Viciu, J. K. Huang, S. P. Nolan, J. Org. Chem. 2001, 66, 7729-7737;
-
(2001)
J. Org. Chem.
, vol.66
, pp. 7729-7737
-
-
Grasa, G.A.1
Viciu, M.S.2
Huang, J.K.3
Nolan, S.P.4
-
58
-
-
0042704188
-
-
(m) S. Lee, M. Jorgensen, J. F. Hartwig, Org. Lett. 2001, 3, 2729-2732;
-
(2001)
Org. Lett.
, vol.3
, pp. 2729-2732
-
-
Lee, S.1
Jorgensen, M.2
Hartwig, J.F.3
-
60
-
-
75749096866
-
-
o) R. J. Lundgren, A. Sappong-Kumankumah, M. Stradiotto, Chem. Eur. J. 2010, 16, 1983-1991.
-
(2010)
Chem. Eur. J
, vol.16
, pp. 1983-1991
-
-
Lundgren, R.J.1
Sappong-Kumankumah, A.2
Stradiotto, M.3
-
61
-
-
68849097407
-
-
a) V. Voskresenska, R. M. Wilson, M. Panov, A. N. Tarnovsky, J. A. Krause, S. Vyas, A. H. Winter, C. M. Hadad, J. Am. Chem. Soc. 2009, 131, 11535-11547;
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 11535-11547
-
-
Voskresenska, V.1
Wilson, R.M.2
Panov, M.3
Tarnovsky, A.N.4
Krause, J.A.5
Vyas, S.6
Winter, A.H.7
Hadad, C.M.8
-
62
-
-
0041321422
-
-
b) Y. Itagaki, T. Iseoka, T. Iida, J. Ohshita, M. Shiotani, A. Kunai, Chem. Phys. Lett. 2001, 348, 249-254.
-
(2001)
Chem. Phys. Lett.
, vol.348
, pp. 249-254
-
-
Itagaki, Y.1
Iseoka, T.2
Iida, T.3
Ohshita, J.4
Shiotani, M.5
Kunai, A.6
-
64
-
-
57349143492
-
-
Angew. Chem. Int. Ed. 2008, 47, 8881-8884.
-
(2008)
Angew. Chem. Int. Ed.
, vol.47
, pp. 8881-8884
-
-
-
65
-
-
34250320587
-
-
A. A. Kudale, J. Kendall, C. C. Warford, N. D. Wilkins, G. J. Bodwell, Tetrahedron Lett. 2007, 48, 5077-5080.
-
(2007)
Tetrahedron Lett.
, vol.48
, pp. 5077-5080
-
-
Kudale, A.A.1
Kendall, J.2
Warford, C.C.3
Wilkins, N.D.4
Bodwell, G.J.5
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