-
1
-
-
0002835552
-
-
For reviews on the synthesis and application of benzo[b]thiophenes, see: (a) Zhang, T. Y.; O'Toole, J.; Proctor, C. S. Sulfur Kep. 1999, 22, 1.
-
(1999)
Sulfur Kep.
, vol.22
, pp. 1
-
-
Zhang, T.Y.1
O'Toole, J.2
Proctor, C.S.3
-
6
-
-
0028039416
-
-
(a) Magarian, R. A.; Overacre, L. B.; Singh, S.; Meyer, K. L. Curr. Med. Chem. 1994, 1, 61.
-
(1994)
Curr. Med. Chem.
, vol.1
, pp. 61
-
-
Magarian, R.A.1
Overacre, L.B.2
Singh, S.3
Meyer, K.L.4
-
7
-
-
0021201213
-
-
(b) Jones, C. D.; Jevnikar, M. G.; Pike, A. J.; Peters, M. K.; Black, L. J.; Thompson, A. R.; Falcone, J. F.; Clemens, J. A. J. Med. Chem. 1984, 27, 1057.
-
(1984)
J. Med. Chem.
, vol.27
, pp. 1057
-
-
Jones, C.D.1
Jevnikar, M.G.2
Pike, A.J.3
Peters, M.K.4
Black, L.J.5
Thompson, A.R.6
Falcone, J.F.7
Clemens, J.A.8
-
9
-
-
0033583499
-
-
(a) Pinney, K. G.; Bounds, A. D.; Dingeman, K. M.; Mocharla, V. P.; Pettit, G. R.; Bai, R.; Hamel, E. Bioorg. Med. Chem. Lett. 1999, 9, 1081.
-
(1999)
Bioorg. Med. Chem. Lett.
, vol.9
, pp. 1081
-
-
Pinney, K.G.1
Bounds, A.D.2
Dingeman, K.M.3
Mocharla, V.P.4
Pettit, G.R.5
Bai, R.6
Hamel, E.7
-
10
-
-
0001126733
-
-
PCT Int. Appl. WO 98 39 323
-
(b) Pinney, K. G.; Pettit, G. R.; Mocharla, V. P.; Del, P. M. M.; Shirali, A. PCT Int. Appl. WO 98 39 323 (Chem. Abstr. 1998, 129, 245037c).
-
(1998)
Chem. Abstr.
, vol.129
-
-
Pinney, K.G.1
Pettit, G.R.2
Mocharla, V.P.3
Del, P.M.M.4
Shirali, A.5
-
11
-
-
0033533865
-
-
(c) Zhang, S.-X.; Bastow, K. F.; Tachibana, Y.; Kuo, S.-C.; Hamel, E.; Mauger, A.; Narayanan, V. L.; Lee, K.-H. J. Med. Chem. 1999, 42, 4081.
-
(1999)
J. Med. Chem.
, vol.42
, pp. 4081
-
-
Zhang, S.-X.1
Bastow, K.F.2
Tachibana, Y.3
Kuo, S.-C.4
Hamel, E.5
Mauger, A.6
Narayanan, V.L.7
Lee, K.-H.8
-
12
-
-
0033530845
-
-
Norman, B. H.; Dantzig, A. H.; Kroin, J. S.; Law, K. L.; Tabas, L. B.; Shepard, R. L.; Palkowitz, A. D.; Hauser, K. L.; Winter, M. A.; Sluka, J. P.; Starling, J. J. Bioorg. Med. Chem. Lett. 1999, 9, 3381.
-
(1999)
Bioorg. Med. Chem. Lett.
, vol.9
, pp. 3381
-
-
Norman, B.H.1
Dantzig, A.H.2
Kroin, J.S.3
Law, K.L.4
Tabas, L.B.5
Shepard, R.L.6
Palkowitz, A.D.7
Hauser, K.L.8
Winter, M.A.9
Sluka, J.P.10
Starling, J.J.11
-
13
-
-
0028265595
-
-
(a) Boschelli, D. H.; Kramer, J. B.; Connor, D. T.; Lesch, M. E.; Schrier, D. J.; Ferin, M. A.; Wright, C. D. J. Med. Chem. 1994, 17, 717.
-
(1994)
J. Med. Chem.
, vol.17
, pp. 717
-
-
Boschelli, D.H.1
Kramer, J.B.2
Connor, D.T.3
Lesch, M.E.4
Schrier, D.J.5
Ferin, M.A.6
Wright, C.D.7
-
14
-
-
0029670423
-
-
(b) Cobb, R. R.; Felts, K. A.; McKenzie, T. C.; Parry, G. C. N.; Mackman, N. FEBS Lett. 1996, 382, 323.
-
(1996)
FEBS Lett.
, vol.382
, pp. 323
-
-
Cobb, R.R.1
Felts, K.A.2
McKenzie, T.C.3
Parry, G.C.N.4
Mackman, N.5
-
15
-
-
0032549595
-
-
(c) Gualberto, A.; Marquez, G.; Garballo, M.; Youngblood, G. L.; Hunt, S. W., III; Baldwin, A. S.; Sobrino, F. J. Biol. Chem. 1998, 273, 7088.
-
(1998)
J. Biol. Chem.
, vol.273
, pp. 7088
-
-
Gualberto, A.1
Marquez, G.2
Garballo, M.3
Youngblood, G.L.4
Hunt S.W. III5
Baldwin, A.S.6
Sobrino, F.7
-
16
-
-
0030751265
-
-
(a) Martel, A. M.; Prous, J.; Castaner-Prous, J. Drugs Future 1997, 22, 386.
-
(1997)
Drugs Future
, vol.22
, pp. 386
-
-
Martel, A.M.1
Prous, J.2
Castaner-Prous, J.3
-
17
-
-
0030746697
-
-
(b) Miyazaki, H.; Murayama, T.; Ono, S.; Narita, H.; Nomura, Y. Biochem. Pharmacol. 1997, 53, 1263.
-
(1997)
Biochem. Pharmacol.
, vol.53
, pp. 1263
-
-
Miyazaki, H.1
Murayama, T.2
Ono, S.3
Narita, H.4
Nomura, Y.5
-
19
-
-
0022997521
-
-
(b) Raga, M.; Palacin, C.; Castello, J. M.; Ortiz, J. A.; Cuberes, M. R.; Moreno-Manas, M. Eur. J. Med. Chem.-Chim. Ther. 1986, 21, 329.
-
(1986)
Eur. J. Med. Chem.-Chim. Ther.
, vol.21
, pp. 329
-
-
Raga, M.1
Palacin, C.2
Castello, J.M.3
Ortiz, J.A.4
Cuberes, M.R.5
Moreno-Manas, M.6
-
20
-
-
0028914334
-
-
(a) Bleavins, M. R.; de la Igelsia, F. A.; McCay, J. A.; White, L.; Kimber, L., Jr.; Munson, A. E. Toxicology 1995, 98, 111.
-
(1995)
Toxicology
, vol.98
, pp. 111
-
-
Bleavins, M.R.1
De La Igelsia, F.A.2
McCay, J.A.3
White, L.4
Kimber L., Jr.5
Munson, A.E.6
-
21
-
-
0028295356
-
-
(b) Wright, C. D.; Stewart, S. F.; Kuipers, P. J.; Hoffman, M. D.; Devall, L. J.; Kennedy, J. A.; Ferin, M. A.; Theuson, D. O.; Conroy, M. C. J. Leukocyte Biol. 1994, 55, 443.
-
(1994)
J. Leukocyte Biol.
, vol.55
, pp. 443
-
-
Wright, C.D.1
Stewart, S.F.2
Kuipers, P.J.3
Hoffman, M.D.4
Devall, L.J.5
Kennedy, J.A.6
Ferin, M.A.7
Theuson, D.O.8
Conroy, M.C.9
-
22
-
-
0033538646
-
-
(a) Bradley, D. A.; Godfrey, A. G.; Schmid, C. R. Tetrahedron Lett. 1999, 40, 5155.
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 5155
-
-
Bradley, D.A.1
Godfrey, A.G.2
Schmid, C.R.3
-
23
-
-
0034622313
-
-
(b) Gallagher, T.; Pardoe, D. A.; Porter, R. A. Tetrahedron Lett. 2000, 41, 5415.
-
(2000)
Tetrahedron Lett.
, vol.41
, pp. 5415
-
-
Gallagher, T.1
Pardoe, D.A.2
Porter, R.A.3
-
24
-
-
0027519744
-
-
(c) Arnau, N.; Moreno-Manas, M.; Pleixats, R. Tetrahedron 1993, 49, 11019.
-
(1993)
Tetrahedron
, vol.49
, pp. 11019
-
-
Arnau, N.1
Moreno-Manas, M.2
Pleixats, R.3
-
26
-
-
8244236706
-
-
Sakamoto, T.; Kondo, Y.; Uchiyama, M.; Yamanaka, H. J. Chem. Soc., Perkin Trans. 1 1993, 1941.
-
(1993)
J. Chem. Soc., Perkin Trans. 1
, pp. 1941
-
-
Sakamoto, T.1
Kondo, Y.2
Uchiyama, M.3
Yamanaka, H.4
-
28
-
-
0042908614
-
-
note
-
See also Supporting Information.
-
-
-
-
29
-
-
0001438127
-
-
(a) Banwell, M. G.; Flynn, B. L.; Willis, A. C.; Hamel, E. Aust. J. Chem. 1999, 52, 767.
-
(1999)
Aust. J. Chem.
, vol.52
, pp. 767
-
-
Banwell, M.G.1
Flynn, B.L.2
Willis, A.C.3
Hamel, E.4
-
32
-
-
0027404530
-
-
For some other examples of iodocyclization involving alkynyl benzyl sulfides, see: (a) Ren, X.-F.; Turos, E. Tetrahedron Lett. 1993, 34, 1575.
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 1575
-
-
Ren, X.-F.1
Turos, E.2
-
33
-
-
0000360093
-
-
(b) Ren, X.-F.; Turos, E.; Lake, C. H.; Churchill, M. R. J. Org. Chem. 1995, 60, 6468.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 6468
-
-
Ren, X.-F.1
Turos, E.2
Lake, C.H.3
Churchill, M.R.4
-
34
-
-
0032823767
-
-
For related iodocyclizations of o-ethynylphenols to give 3-iodobenzo[b]furans, see ref 13a and the following: Arcadi, A.; Cacchi, S.; Giancarlo, F.; Marinelli, F.; Moro, L. Synlett 1999, 1432.
-
(1999)
Synlett
, pp. 1432
-
-
Arcadi, A.1
Cacchi, S.2
Giancarlo, F.3
Marinelli, F.4
Moro, L.5
-
35
-
-
0031789016
-
-
Banwell, M. G.; Flynn, B. L.; Stewart, S. G. J. Org. Chem. 1998, 63, 9139.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 9139
-
-
Banwell, M.G.1
Flynn, B.L.2
Stewart, S.G.3
-
36
-
-
0001235190
-
-
Carreno, M. C.; Garcia Ruano, J. L.; Sanz, G.; Toledo, M. A.; Urbano, A. J. Org. Chem. 1995, 60, 5328.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 5328
-
-
Carreno, M.C.1
Garcia Ruano, J.L.2
Sanz, G.3
Toledo, M.A.4
Urbano, A.5
-
37
-
-
0029066468
-
-
Ciattini, P. G.; Morera, E.; Ortar, G. Tetrahedron Lett. 1995, 36, 4133.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 4133
-
-
Ciattini, P.G.1
Morera, E.2
Ortar, G.3
-
38
-
-
0042407798
-
-
note
-
Attempts to introduce the benzylthiol by palladium-mediated substitution of the aryl bromide in 30 with benzyl mercaptan have so far failed.
-
-
-
-
40
-
-
0030951899
-
-
Dark, G. G.; Hill, S. A.; Prise, V. E.; Tozer, G. M.; Pettit, G. R.; Chaplin, D. J. Cancer Res. 1997, 57, 1829.
-
(1997)
Cancer Res.
, vol.57
, pp. 1829
-
-
Dark, G.G.1
Hill, S.A.2
Prise, V.E.3
Tozer, G.M.4
Pettit, G.R.5
Chaplin, D.J.6
-
41
-
-
0042908613
-
-
note
-
See ref 13a and references cited therein.
-
-
-
-
42
-
-
0042407796
-
Synthesis of a benzo[b]thiophene-based vascular targeting prodrug and related anti-tubulin ligands
-
Division of Organic Chemistry; Washington, D.C., August 20-24, American Chemical Society: Washington, D.C., Abstract No. 196.
-
During the course of these studies, Pinney and co-workers also prepared compound 14: Pinney, K. G.; Chen, Z.; Mocharla, V. P.; Choony, N.; Strong, T. Synthesis of a Benzo[b]thiophene-Based Vascular Targeting Prodrug and Related Anti-Tubulin Ligands. Abstracts of Papers, 220th National Meeting of the American Chemical Society, Division of Organic Chemistry; Washington, D.C., August 20-24, 2000; American Chemical Society: Washington, D.C., Abstract No. 196.
-
(2000)
220th National Meeting of the American Chemical Society
-
-
Pinney, K.G.1
Chen, Z.2
Mocharla, V.P.3
Choony, N.4
Strong, T.5
|