-
1
-
-
0037361644
-
-
(a) Li, W.; Leet, J. E.; Ax, H. A.; Gustavson, D. R.; Brown, D. M.; Turner, L.; Brown, K.; Clark, J.; Yang, H.; Fung-Tomc, J.; Lam, K. S. J. Antibiot. 2003, 56, 226.
-
(2003)
J. Antibiot
, vol.56
, pp. 226
-
-
Li, W.1
Leet, J.E.2
Ax, H.A.3
Gustavson, D.R.4
Brown, D.M.5
Turner, L.6
Brown, K.7
Clark, J.8
Yang, H.9
Fung-Tomc, J.10
Lam, K.S.11
-
2
-
-
0037363218
-
-
(b) Leet, J. E.; Li, W.; Ax, H. A.; Matson, J. A.; Huang, S.; Huang, R.; Cantone, J. L.; Drexler, D.; Dalterio, R. A.; Lam, K. S. J. Antibiot. 2003, 56, 232.
-
(2003)
J. Antibiot
, vol.56
, pp. 232
-
-
Leet, J.E.1
Li, W.2
Ax, H.A.3
Matson, J.A.4
Huang, S.5
Huang, R.6
Cantone, J.L.7
Drexler, D.8
Dalterio, R.A.9
Lam, K.S.10
-
3
-
-
33646940094
-
-
(c) Naidu, B. N.; Sorenson, M. E.; Matiskella, J. D.; Li, W.; Sausker, J. B.; Zhang, Y.; Connoly, T. P.; Lam, K. S.; Bronson, J. J.; Pucci, M. J.; Yang, H.; Ueda, Y. Bioorg. Med. Chem. Lett. 2006, 16, 3545.
-
(2006)
Bioorg. Med. Chem. Lett
, vol.16
, pp. 3545
-
-
Naidu, B.N.1
Sorenson, M.E.2
Matiskella, J.D.3
Li, W.4
Sausker, J.B.5
Zhang, Y.6
Connoly, T.P.7
Lam, K.S.8
Bronson, J.J.9
Pucci, M.J.10
Yang, H.11
Ueda, Y.12
-
4
-
-
0037065301
-
-
(a) Qian-Cutrone, J.; Huang, S.; Shu, Y.-Z.; Vyas, D.; Fairchild, C.; Menendez, A.; Krampitz, K.; Dalterio, R.; Klohr, S. E.; Gao, Q. J. Am. Chem. Soc. 2002, 124, 14556.
-
(2002)
J. Am. Chem. Soc
, vol.124
, pp. 14556
-
-
Qian-Cutrone, J.1
Huang, S.2
Shu, Y.-Z.3
Vyas, D.4
Fairchild, C.5
Menendez, A.6
Krampitz, K.7
Dalterio, R.8
Klohr, S.E.9
Gao, Q.10
-
5
-
-
33745685914
-
-
(b) Baran, P. S.; Hafensteiner, B. D.; Ambhaikar, N. B.; Guerrero, C. A.; Gallagher, J. D. J. Am. Chem. Soc. 2006, 128, 8678.
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 8678
-
-
Baran, P.S.1
Hafensteiner, B.D.2
Ambhaikar, N.B.3
Guerrero, C.A.4
Gallagher, J.D.5
-
7
-
-
0036096658
-
-
For reviews on N-hydroxyindoles, see: (a) Somei, M. Adv. Heterocycl. Chem. 2002, 82, 101.
-
For reviews on N-hydroxyindoles, see: (a) Somei, M. Adv. Heterocycl. Chem. 2002, 82, 101.
-
-
-
-
9
-
-
0017672658
-
-
(a) Munshi, K. L.; Kohl, H.; de Souza, N. J. J. Heterocycl. Chem. 1977, 14, 1145.
-
(1977)
J. Heterocycl. Chem
, vol.14
, pp. 1145
-
-
Munshi, K.L.1
Kohl, H.2
de Souza, N.J.3
-
10
-
-
0033619989
-
-
(b) Showalter, H. D. H.; Bridges, A. J.; Zhou, H.; Sercel, A. D.; McMichael, A.; Fry, D. W. J. Med. Chem. 1999, 42, 5464.
-
(1999)
J. Med. Chem
, vol.42
, pp. 5464
-
-
Showalter, H.D.H.1
Bridges, A.J.2
Zhou, H.3
Sercel, A.D.4
McMichael, A.5
Fry, D.W.6
-
11
-
-
0034670536
-
-
(c) Erba, E.; Gelmi, M. L.; Pocar, D. Tetrahedron 2000, 56, 9991.
-
(2000)
Tetrahedron
, vol.56
, pp. 9991
-
-
Erba, E.1
Gelmi, M.L.2
Pocar, D.3
-
12
-
-
33747893097
-
-
(a) Nicolaou, K. C.; Estrada, A. A.; Hyup Lee, S.; Freestone, G. C. Angew. Chem. Int. Ed. 2006, 45, 5364.
-
(2006)
Angew. Chem. Int. Ed
, vol.45
, pp. 5364
-
-
Nicolaou, K.C.1
Estrada, A.A.2
Hyup Lee, S.3
Freestone, G.C.4
-
15
-
-
0035906471
-
-
(d) Katayama, S.; Ae, N.; Nagata, R. J. Org. Chem. 2001, 66, 3474.
-
(2001)
J. Org. Chem
, vol.66
, pp. 3474
-
-
Katayama, S.1
Ae, N.2
Nagata, R.3
-
16
-
-
33845501190
-
-
Akao, A.; Nonoyama, N.; Mase, T.; Yasuda, N. Org. Process Res. Dev. 2006, 10, 1178.
-
(2006)
Org. Process Res. Dev
, vol.10
, pp. 1178
-
-
Akao, A.1
Nonoyama, N.2
Mase, T.3
Yasuda, N.4
-
17
-
-
0037189162
-
-
Jiang, Y.; Zhao, J.; Hu, L. Tetrahedron Lett. 2002, 43, 4589.
-
(2002)
Tetrahedron Lett
, vol.43
, pp. 4589
-
-
Jiang, Y.1
Zhao, J.2
Hu, L.3
-
18
-
-
0345097512
-
-
and references cited therein
-
Wong, A.; Kuethe, J. T.; Davies, I. W. J. Org. Chem. 2003, 68, 9865; and references cited therein.
-
(2003)
J. Org. Chem
, vol.68
, pp. 9865
-
-
Wong, A.1
Kuethe, J.T.2
Davies, I.W.3
-
20
-
-
0008331441
-
-
Foucaud, A.; Razorilalana-Rabearivony, C.; Loukakou, E.; Person, H. J. Org. Chem. 1983, 48, 3639.
-
(1983)
J. Org. Chem
, vol.48
, pp. 3639
-
-
Foucaud, A.1
Razorilalana-Rabearivony, C.2
Loukakou, E.3
Person, H.4
-
21
-
-
30744441655
-
-
Penoni, A.; Palmisano, G.; Broggini, G.; Kadowaki, A.; Nicholas, K. M. J. Org. Chem. 2006, 71, 823.
-
(2006)
J. Org. Chem
, vol.71
, pp. 823
-
-
Penoni, A.1
Palmisano, G.2
Broggini, G.3
Kadowaki, A.4
Nicholas, K.M.5
-
22
-
-
28644447492
-
-
(a) Belley, M.; Sauer, E.; Beaudoin, D.; Duspara, P.; Trimble, L. A.; Dubé, P. Tetrahedron Lett. 2006, 47, 159.
-
(2006)
Tetrahedron Lett
, vol.47
, pp. 159
-
-
Belley, M.1
Sauer, E.2
Beaudoin, D.3
Duspara, P.4
Trimble, L.A.5
Dubé, P.6
-
23
-
-
37249072547
-
-
in press
-
(b) Belley, M.; Beaudoin, D.; Duspara, P.; Sauer, E.; St-Pierre, G.; Trimble, L. A. Synlett 2007, in press.
-
(2007)
Synlett
-
-
Belley, M.1
Beaudoin, D.2
Duspara, P.3
Sauer, E.4
St-Pierre, G.5
Trimble, L.A.6
-
24
-
-
37249091388
-
-
Most of the substrates used for the reductive cyclization were prepared by aromatic electrophilic substitution, either with NaH in DMF15 (1a-c, 4 and 9c) or NaOH/TBAHS/ toluene18 9a,b, Compounds 11a-c, 14 and 17 were commercially available and 20 was prepared via a Pd-catalyzed arylation of a ketone enolate.9
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9
-
-
-
-
27
-
-
0028836030
-
-
Monde, K.; Takasugi, M.; Shirata, A. Phytochemistry 1995, 39, 581.
-
(1995)
Phytochemistry
, vol.39
, pp. 581
-
-
Monde, K.1
Takasugi, M.2
Shirata, A.3
-
28
-
-
37249006957
-
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Typical Experimental Procedures: 2-tert-Butyl-1- hydroxy-6-(trifluoromethyl)-1H-indole-3-carbonitrile (10b, To a solution of 4,4-dimethyl-2-[2-nitro-4-(trifluoromethyl)phenyl]-3- oxopentanenitrile (9b; 236 mg, 0.75 mmol) in a mixture of EtOAc and AcOH (4:1, 12 mL) were added 10% Pd/C (40 mg, 0.05 equiv) and (Ph3P) 4Pd (13 mg, 0.015 equiv, This mixture was degassed and stirred under an atmosphere of hydrogen for 4 h. The solids were removed by a filtration through Celite and the solvents were evaporated. Flash chromatography of the residue on silica gel using a gradient of EtOAc-hexane (0-25, as eluent afforded 10b (204 mg, 96% yield) as a light beige powder; mp 144°C (dec, 1H NMR (400 MHz, acetone-d6, δ, 11.07 (s, 1 H, 7.84 (s, 1 H, 7.81 (d, J, 8.3 Hz, 1 H, 7.58 (dd, J, 1.3, 8.3 Hz, 1 H, 1.69 (s, 9 H, 13C NMR 100 MHz, acetone-d
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4: C, 53.00; H, 4.45; N, 4.41. Found: C, 53.20; H, 4.13; N, 4.30.
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