-
1
-
-
84890511580
-
-
1(a) Gourdain, S., Dairou, J., Denhez, C., Chi Bui, L., Rodrigues, F., Janel, N., Delabar, J.M., Cariou, K., Dodd, R.H., J. Med. Chem. 56 (2013), 9569–9585.
-
(2013)
J. Med. Chem.
, vol.56
, pp. 9569-9585
-
-
Gourdain, S.1
Dairou, J.2
Denhez, C.3
Chi Bui, L.4
Rodrigues, F.5
Janel, N.6
Delabar, J.M.7
Cariou, K.8
Dodd, R.H.9
-
2
-
-
84889834022
-
-
1(b) Leboho, T.C., van Vuuren, S.F., Michael, J.P., de Koning, C.B., Org. Biomol. Chem. 12 (2014), 307–315.
-
(2014)
Org. Biomol. Chem.
, vol.12
, pp. 307-315
-
-
Leboho, T.C.1
van Vuuren, S.F.2
Michael, J.P.3
de Koning, C.B.4
-
3
-
-
84968912266
-
-
1(c) Daydé-Cazals, B., Fauvel, B., Singer, M., Feneyrolles, C., Bestgen, B., Gassiot, F., Spenlinhausen, A., Warnaut, P., van Hijfte, N., Borjini, N., Chevé, G., Yasri, A., J. Med. Chem. 59 (2016), 3886–3905.
-
(2016)
J. Med. Chem.
, vol.59
, pp. 3886-3905
-
-
Daydé-Cazals, B.1
Fauvel, B.2
Singer, M.3
Feneyrolles, C.4
Bestgen, B.5
Gassiot, F.6
Spenlinhausen, A.7
Warnaut, P.8
van Hijfte, N.9
Borjini, N.10
Chevé, G.11
Yasri, A.12
-
4
-
-
0037366605
-
-
2 Horton, D.A., Bourne, G.T., Smythe, M.L., Chem. Rev. 103 (2003), 893–930.
-
(2003)
Chem. Rev.
, vol.103
, pp. 893-930
-
-
Horton, D.A.1
Bourne, G.T.2
Smythe, M.L.3
-
5
-
-
0028198228
-
-
3(a) Perry, N.B., Ettouati, L., Litaudon, M., Blunt, J.W., Munro, M.H.G., Parkin, S., Hope, H., Tetrahedron 50 (1994), 3987–3992.
-
(1994)
Tetrahedron
, vol.50
, pp. 3987-3992
-
-
Perry, N.B.1
Ettouati, L.2
Litaudon, M.3
Blunt, J.W.4
Munro, M.H.G.5
Parkin, S.6
Hope, H.7
-
7
-
-
84862000501
-
-
4 Ma, Z., Ni, F., Woo, G.H.C., Lo, S.-M., Roveto, P.M., Schaus, S.E., Snyder, J.K., Beilstein J. Org. Chem. 8 (2012), 829–840.
-
(2012)
Beilstein J. Org. Chem.
, vol.8
, pp. 829-840
-
-
Ma, Z.1
Ni, F.2
Woo, G.H.C.3
Lo, S.-M.4
Roveto, P.M.5
Schaus, S.E.6
Snyder, J.K.7
-
8
-
-
0037355137
-
-
5(a) Marminon, C., Pierré, A., Pfeiffer, B., Pérez, V., Leònce, S., Renard, P., Prudhomme, M., Bioorg. Med. Chem. 11 (2003), 679–687.
-
(2003)
Bioorg. Med. Chem.
, vol.11
, pp. 679-687
-
-
Marminon, C.1
Pierré, A.2
Pfeiffer, B.3
Pérez, V.4
Leònce, S.5
Renard, P.6
Prudhomme, M.7
-
9
-
-
0037178355
-
-
5(b) Lu, X., Petersen, J.L., Wang, K.K., J. Org. Chem. 67 (2002), 5412–5415.
-
(2002)
J. Org. Chem.
, vol.67
, pp. 5412-5415
-
-
Lu, X.1
Petersen, J.L.2
Wang, K.K.3
-
10
-
-
84943388739
-
-
A.R. Katritzki C.W. Rees Pergamon Oxford
-
6 Sundberg, R.J., Katritzki, A.R., Rees, C.W., (eds.) Comprehensive Heterocyclic Chemistry, Vol. 4, 1984, Pergamon, Oxford, 313–376.
-
(1984)
Comprehensive Heterocyclic Chemistry
, vol.4
, pp. 313-376
-
-
Sundberg, R.J.1
-
11
-
-
33845786925
-
-
7(a) Popowycz, F., Routier, S., Joseph, B., Mérour, J.-Y., Tetrahedron 63 (2007), 1031–1064.
-
(2007)
Tetrahedron
, vol.63
, pp. 1031-1064
-
-
Popowycz, F.1
Routier, S.2
Joseph, B.3
Mérour, J.-Y.4
-
12
-
-
34547134215
-
-
7(b) Popowycz, F., Mérour, J.-Y., Joseph, B., Tetrahedron 63 (2007), 8689–8707.
-
(2007)
Tetrahedron
, vol.63
, pp. 8689-8707
-
-
Popowycz, F.1
Mérour, J.-Y.2
Joseph, B.3
-
14
-
-
23944476933
-
-
8(b) Lomberget, T., Radix, S., Barret, R., Synlett, 2005, 2080–2082.
-
(2005)
Synlett
, pp. 2080-2082
-
-
Lomberget, T.1
Radix, S.2
Barret, R.3
-
15
-
-
70749092047
-
-
9 Jeanty, M., Blu, J., Suzenet, F., Guillaumet, G., Org. Lett. 11 (2009), 5142–5145.
-
(2009)
Org. Lett.
, vol.11
, pp. 5142-5145
-
-
Jeanty, M.1
Blu, J.2
Suzenet, F.3
Guillaumet, G.4
-
16
-
-
85043128749
-
-
T. PCT. Int. Appl. WO2015/013777 A2, 2015; U.S. Patent 14 904 893.
-
10 Tzvetkov, N. T. PCT. Int. Appl. WO2015/013777 A2, 2015; U.S. Patent 14 904 893, 2016.
-
(2016)
-
-
Tzvetkov, N.1
-
17
-
-
70349647605
-
-
11 Giblin, G.M.P., Billinton, A., Briggs, M., Brown, A.J., Chessell, I.P., Clayton, N.M., Eatherton, A.J., Goldsmith, P., Haslam, C., Johnson, M.R., Mitchell, W.L., Naylor, A., Perboni, A., Slingsby, B.P., Wilson, A.W., J. Med. Chem. 52 (2009), 5785–5788.
-
(2009)
J. Med. Chem.
, vol.52
, pp. 5785-5788
-
-
Giblin, G.M.P.1
Billinton, A.2
Briggs, M.3
Brown, A.J.4
Chessell, I.P.5
Clayton, N.M.6
Eatherton, A.J.7
Goldsmith, P.8
Haslam, C.9
Johnson, M.R.10
Mitchell, W.L.11
Naylor, A.12
Perboni, A.13
Slingsby, B.P.14
Wilson, A.W.15
-
18
-
-
84863229866
-
-
12 Kadow, J.F., Ueda, Y., Meanwell, N.A., Connolly, T.P., Wang, T., Chen, C.-P., Yeung, K.-S., Zhu, J., Bender, J.A., Yang, Z., Parker, D., Lin, P.-F., Colonno, R.J., Mathew, M., Morgan, D., Zheng, M., Chien, C., Grasela, D., J. Med. Chem. 55 (2012), 2048–2056.
-
(2012)
J. Med. Chem.
, vol.55
, pp. 2048-2056
-
-
Kadow, J.F.1
Ueda, Y.2
Meanwell, N.A.3
Connolly, T.P.4
Wang, T.5
Chen, C.-P.6
Yeung, K.-S.7
Zhu, J.8
Bender, J.A.9
Yang, Z.10
Parker, D.11
Lin, P.-F.12
Colonno, R.J.13
Mathew, M.14
Morgan, D.15
Zheng, M.16
Chien, C.17
Grasela, D.18
-
19
-
-
49949107752
-
-
13 Debenham, S.D., Chan, A., Lau, F.W.-Y., Liu, W., Wood, H.B., Lemme, K., Colwell, L., Habulihaz, B., Akiyama, T.E., Einstein, M., Doebber, T.W., Sharma, N., Wang, C.F., Wu, M., Berger, J.P., Meinke, P.T., Bioorg. Med. Chem. Lett. 18 (2008), 4798–4801.
-
(2008)
Bioorg. Med. Chem. Lett.
, vol.18
, pp. 4798-4801
-
-
Debenham, S.D.1
Chan, A.2
Lau, F.W.-Y.3
Liu, W.4
Wood, H.B.5
Lemme, K.6
Colwell, L.7
Habulihaz, B.8
Akiyama, T.E.9
Einstein, M.10
Doebber, T.W.11
Sharma, N.12
Wang, C.F.13
Wu, M.14
Berger, J.P.15
Meinke, P.T.16
-
20
-
-
84877579678
-
-
14 Mérour, J.-Y., Routier, S., Suzenet, F., Joseph, B., Tetrahedron 69 (2013), 4767–4834.
-
(2013)
Tetrahedron
, vol.69
, pp. 4767-4834
-
-
Mérour, J.-Y.1
Routier, S.2
Suzenet, F.3
Joseph, B.4
-
21
-
-
34250678785
-
-
15(a) Song, J.J., Reeves, J., Gallou, F., Tan, Z., Yee, N.K., Senanayake, C.H., Chem. Soc. Rev. 36 (2007), 1120–1132.
-
(2007)
Chem. Soc. Rev.
, vol.36
, pp. 1120-1132
-
-
Song, J.J.1
Reeves, J.2
Gallou, F.3
Tan, Z.4
Yee, N.K.5
Senanayake, C.H.6
-
24
-
-
0343650986
-
-
17 Mazéas, D., Guillaumet, G., Viaud, M.-C., Heterocycles 50 (1999), 1065–1080.
-
(1999)
Heterocycles
, vol.50
, pp. 1065-1080
-
-
Mazéas, D.1
Guillaumet, G.2
Viaud, M.-C.3
-
26
-
-
1642323740
-
-
19(a) Noble, M.E.M., Endicott, J.A., Johnson, L.N., Nature 303 (2004), 1800–1805.
-
(2004)
Nature
, vol.303
, pp. 1800-1805
-
-
Noble, M.E.M.1
Endicott, J.A.2
Johnson, L.N.3
-
27
-
-
84919756006
-
-
19(b) Mérour, J.-Y., Buron, F., Plé, K., Bonnet, P., Routier, S., Molecules 19 (2014), 19935–19979.
-
(2014)
Molecules
, vol.19
, pp. 19935-19979
-
-
Mérour, J.-Y.1
Buron, F.2
Plé, K.3
Bonnet, P.4
Routier, S.5
-
28
-
-
38449107681
-
-
20 Beldi, G., Enjyoji, K., Wu, Y., Miller, L., Banz, Y., Sun, X., Robson, S.C., Front. Biosci. 13 (2008), 2588–2603.
-
(2008)
Front. Biosci.
, vol.13
, pp. 2588-2603
-
-
Beldi, G.1
Enjyoji, K.2
Wu, Y.3
Miller, L.4
Banz, Y.5
Sun, X.6
Robson, S.C.7
-
33
-
-
0006603251
-
-
22(b) Deady, L.W., Korytsky, O.L., Rowe, J.E., Aust. J. Chem. 35 (1982), 2025–2034.
-
(1982)
Aust. J. Chem.
, vol.35
, pp. 2025-2034
-
-
Deady, L.W.1
Korytsky, O.L.2
Rowe, J.E.3
-
34
-
-
85043102485
-
-
CCDC 1484697 (18) and CCDC 1484698 (19) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
-
23 CCDC 1484697 (18) and CCDC 1484698 (19) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.ac.uk/data_request/cif.
-
-
-
-
35
-
-
37049078105
-
-
24 Cunningham, I.D., Blanden, J.S., Lior, J., Muñoz, L., Sharratt, A.P., J. Chem. Soc., Perkin Trans. 2 11 (1991), 1747–1750.
-
(1991)
J. Chem. Soc., Perkin Trans. 2
, vol.11
, pp. 1747-1750
-
-
Cunningham, I.D.1
Blanden, J.S.2
Lior, J.3
Muñoz, L.4
Sharratt, A.P.5
-
36
-
-
85043107584
-
-
Intramolecular reductive cyclization of 3-nitro-substituted pyridine 20 would proceed in a non-selective formation of purine and azaindole derivatives due to the in situ obtained 3-amino function after the reduction step.
-
25 Intramolecular reductive cyclization of 3-nitro-substituted pyridine 20 would proceed in a non-selective formation of purine and azaindole derivatives due to the in situ obtained 3-amino function after the reduction step.
-
-
-
-
37
-
-
85043127313
-
-
Compound 12a was isolated as a hydrochloride salt under these conditions.
-
26 Compound 12a was isolated as a hydrochloride salt under these conditions.
-
-
-
-
38
-
-
34547962813
-
-
27 Gamble, A.B., Garner, J.A., O'Conner, S.M.J., Keller, P.A., Synth. Commun. 37 (2007), 2777–2786.
-
(2007)
Synth. Commun.
, vol.37
, pp. 2777-2786
-
-
Gamble, A.B.1
Garner, J.A.2
O'Conner, S.M.J.3
Keller, P.A.4
-
39
-
-
31144464254
-
-
28(a) Tzvetkov, N.T., Neumann, B., Stammler, H.-G., Mattay, J., Eur. J. Org. Chem. 2 (2006), 351–370.
-
(2006)
Eur. J. Org. Chem.
, vol.2
, pp. 351-370
-
-
Tzvetkov, N.T.1
Neumann, B.2
Stammler, H.-G.3
Mattay, J.4
-
40
-
-
84867213196
-
-
28(b) Tzvetkov, N.T., Euler, H., Müller, C.E., Beilstein J. Org. Chem. 8 (2012), 1584–1593.
-
(2012)
Beilstein J. Org. Chem.
, vol.8
, pp. 1584-1593
-
-
Tzvetkov, N.T.1
Euler, H.2
Müller, C.E.3
-
41
-
-
34948866732
-
-
29 Xie, H., Ng, D., Savinov, S.N., Dey, B., Kwong, P.D., Wyatt, R., Smith, A.B., Hendrickson, W.A., J. Med. Chem. 50 (2007), 4898–4908.
-
(2007)
J. Med. Chem.
, vol.50
, pp. 4898-4908
-
-
Xie, H.1
Ng, D.2
Savinov, S.N.3
Dey, B.4
Kwong, P.D.5
Wyatt, R.6
Smith, A.B.7
Hendrickson, W.A.8
-
43
-
-
85043099531
-
-
Ester cleavage of 12a was achieved with lithium hydroxide in methanol-THF solution (1:1) at room temperature.
-
31 Ester cleavage of 12a was achieved with lithium hydroxide in methanol-THF solution (1:1) at room temperature.
-
-
-
-
44
-
-
85043107393
-
-
Advanced Chemistry Development Toronto, ON, Canada
-
32 ACD/Percepta, Version 14.0, 2015, Advanced Chemistry Development, Toronto, ON, Canada www.acdlabs.com.
-
(2015)
ACD/Percepta, Version 14.0
-
-
-
45
-
-
85043106086
-
-
ChemAxon ()
-
33 Instant JChem 16.4.11.0, 2016 ChemAxon ( http://www.chemaxon.com).
-
(2016)
Instant JChem 16.4.11.0
-
-
-
47
-
-
85043095264
-
-
Our results indicate that amide coupling reactions of N1-unsubstituted amino-6-azaoxindole derivatives with in situ formed acyl halides, i.e., under acidic conditions may led to a mixture of N1-acetylated and amide-coupled products.
-
35 Our results indicate that amide coupling reactions of N1-unsubstituted amino-6-azaoxindole derivatives with in situ formed acyl halides, i.e., under acidic conditions may led to a mixture of N1-acetylated and amide-coupled products.
-
-
-
-
48
-
-
79959190033
-
Gaussian 09 (Revision D.01)
-
Gaussian Wallingford CT
-
36 Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Mennucci, B., Petersson, G.A., Nakatsuji, H., Caricato, M., Li, X., Hratchian, H.P., Izmaylov, A.F., Bloino, J., Zheng, G., Sonnenberg, J.L., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Vreven, T., Montgomery, J.A., Peralta, J.E. Jr., Ogliaro, F., Bearpark, M., Heyd, J.J., Brothers, E., Kudin, K.N., Staroverov, V.N., Kobayashi, R., Normand, J., Raghavachari, K., Rendell, A., Burant, J.C., Iyengar, S.S., Tomasi, J., Cossi, M., Rega, N., Millam, J.M., Klene, M., Knox, J.E., Cross, J.B., Bakken, V., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R.E., Yazyev, O., Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W., Martin, R.L., Morokuma, K., Zakrzewski, V.G., Voth, G.A., Salvador, P., Dannenberg, J.J., Dapprich, S., Daniels, A.D., Farkas, Ö., Foresman, J.B., Ortiz, J.V., Cioslowski, J., Fox, D.J., Gaussian 09 (Revision D.01). 2013, Gaussian, Wallingford CT.
-
(2013)
-
-
Frisch, M.J.1
Trucks, G.W.2
Schlegel, H.B.3
Scuseria, G.E.4
Robb, M.A.5
Cheeseman, J.R.6
Scalmani, G.7
Barone, V.8
Mennucci, B.9
Petersson, G.A.10
Nakatsuji, H.11
Caricato, M.12
Li, X.13
Hratchian, H.P.14
Izmaylov, A.F.15
Bloino, J.16
Zheng, G.17
Sonnenberg, J.L.18
Hada, M.19
Ehara, M.20
Toyota, K.21
Fukuda, R.22
Hasegawa, J.23
Ishida, M.24
Nakajima, T.25
Honda, Y.26
Kitao, O.27
Nakai, H.28
Vreven, T.29
Montgomery, J.A.30
Peralta, J.E.31
Ogliaro, F.32
Bearpark, M.33
Heyd, J.J.34
Brothers, E.35
Kudin, K.N.36
Staroverov, V.N.37
Kobayashi, R.38
Normand, J.39
Raghavachari, K.40
Rendell, A.41
Burant, J.C.42
Iyengar, S.S.43
Tomasi, J.44
Cossi, M.45
Rega, N.46
Millam, J.M.47
Klene, M.48
Knox, J.E.49
Cross, J.B.50
Bakken, V.51
Adamo, C.52
Jaramillo, J.53
Gomperts, R.54
Stratmann, R.E.55
Yazyev, O.56
Austin, A.J.57
Cammi, R.58
Pomelli, C.59
Ochterski, J.W.60
Martin, R.L.61
Morokuma, K.62
Zakrzewski, V.G.63
Voth, G.A.64
Salvador, P.65
Dannenberg, J.J.66
Dapprich, S.67
Daniels, A.D.68
Farkas, Ö.69
Foresman, J.B.70
Ortiz, J.V.71
Cioslowski, J.72
Fox, D.J.73
more..
-
53
-
-
84991523669
-
Quantum chemical calculation of tautomeric equilibria
-
L. Antonov Wiley-VCH Weinheim
-
39(b) Fabian, W.M.F., Quantum chemical calculation of tautomeric equilibria. Antonov, L., (eds.) Tautomerism: Methods and Theories, 2014, Wiley-VCH, Weinheim, 337–368.
-
(2014)
Tautomerism: Methods and Theories
, pp. 337-368
-
-
Fabian, W.M.F.1
|