-
2
-
-
0028605318
-
-
(a) Lee, J. C.; Laydon, J. T.; McDonnell, P. C.; Gallagher, T. F.; Kumar, S.; Green, D.; McNulty, D.; Blumenthal, M. J.; Heyes, J. R.; Landvatter, S. W. Nature 1994, 372, 739.
-
(1994)
Nature
, vol.372
, pp. 739
-
-
Lee, J.C.1
Laydon, J.T.2
McDonnell, P.C.3
Gallagher, T.F.4
Kumar, S.5
Green, D.6
McNulty, D.7
Blumenthal, M.J.8
Heyes, J.R.9
Landvatter, S.W.10
-
4
-
-
22744454243
-
-
(a) Dominguez, C.; Tamayo, N.; Zhang, D. Expert Opin. Ther. Patents 2005, 15, 801.
-
(2005)
Expert Opin. Ther. Patents
, vol.15
, pp. 801
-
-
Dominguez, C.1
Tamayo, N.2
Zhang, D.3
-
5
-
-
0142058174
-
-
(b) Palladino, M. A.; Bahjat, F. R.; Theodorakis, E. A.; Moldawer, L. L. Nat. Rev. Drug Discovery 2003, 2, 736.
-
(2003)
Nat. Rev. Drug Discovery
, vol.2
, pp. 736
-
-
Palladino, M.A.1
Bahjat, F.R.2
Theodorakis, E.A.3
Moldawer, L.L.4
-
7
-
-
27744605464
-
-
Diller, D. J.; Lin, T. H.; Metzger, A. Curr. Top. Med. Chem. 2005, 5, 953.
-
(2005)
Curr. Top. Med. Chem.
, vol.5
, pp. 953
-
-
Diller, D.J.1
Lin, T.H.2
Metzger, A.3
-
11
-
-
34249716606
-
-
Davis, T.; Wyllie, F. S.; Rokicki, M. J.; Bagley, M. C.; Kipling, D. Ann. N.Y. Acad. Sci. 2007, 1100, 455.
-
(2007)
Ann. N.Y. Acad. Sci.
, vol.1100
, pp. 455
-
-
Davis, T.1
Wyllie, F.S.2
Rokicki, M.J.3
Bagley, M.C.4
Kipling, D.5
-
12
-
-
29144451333
-
-
Davis, T.; Baird, D. M.; Haughton, M. F.; Jones, C. J.; Kipling, D. J. Gerontol. 2005, 60A, 1386.
-
(2005)
J. Gerontol.
, vol.60 A
, pp. 1386
-
-
Davis, T.1
Baird, D.M.2
Haughton, M.F.3
Jones, C.J.4
Kipling, D.5
-
13
-
-
33750500212
-
-
Bagley, M. C.; Davis, T.; Dix, M. C.; Widdowson, C. S.; Kipling, D. Org. Biomol. Chem. 2006, 4, 4158.
-
(2006)
Org. Biomol. Chem.
, vol.4
, pp. 4158
-
-
Bagley, M.C.1
Davis, T.2
Dix, M.C.3
Widdowson, C.S.4
Kipling, D.5
-
14
-
-
22744454243
-
-
Dominguez, C.; Tamayo, N.; Zhang, D. Expert Opin. Ther. Patents 2005, 15, 801.
-
(2005)
Expert Opin. Ther. Patents
, vol.15
, pp. 801
-
-
Dominguez, C.1
Tamayo, N.2
Zhang, D.3
-
17
-
-
0037019275
-
-
Regan, J.; Breitfelder, S.; Cirillo, P.; Glimore, T.; Graham, A. G.; Hickey, E.; Klaus, B.; Madwed, J.; Moriak, M.; Moss, N.; Pargellis, C.; Pav, S.; Proto, A.; Swinamer, A.; Tong, L.; Torcellini, C. J. Med. Chem. 2002, 45, 2994.
-
(2002)
J. Med. Chem.
, vol.45
, pp. 2994
-
-
Regan, J.1
Breitfelder, S.2
Cirillo, P.3
Glimore, T.4
Graham, A.G.5
Hickey, E.6
Klaus, B.7
Madwed, J.8
Moriak, M.9
Moss, N.10
Pargellis, C.11
Pav, S.12
Proto, A.13
Swinamer, A.14
Tong, L.15
Torcellini, C.16
-
18
-
-
70350705109
-
-
Intl. Patent WO 98/27098, 1998; 81749
-
(a) Bemis, G.W.; Salituro, F. G.; Duffy, J. P.; Cochran, J. E.; Harrington, E. M.; Murcko, M. A.; Wilson, K. P.; Su, M.; Galullo, V. P. Intl. Patent WO 98/27098, 1998; Chem. Abstr. 1998, 129, 81749.
-
(1998)
Chem. Abstr.
, vol.129
-
-
Bemis, G.W.1
Salituro, F.G.2
Duffy, J.P.3
Cochran, J.E.4
Harrington, E.M.5
Murcko, M.A.6
Wilson, K.P.7
Su, M.8
Galullo, V.P.9
-
19
-
-
70350709422
-
-
U.S. Patent 6,147,080, 2000; 350242
-
(b) Bemis, G. W.; Salituro, F. G.; Duffy, J. P.; Harrington, E. M. U.S. Patent 6,147,080, 2000; Chem. Abstr. 2000, 133, 350242.
-
(2000)
Chem. Abstr.
, vol.133
-
-
Bemis, G.W.1
Salituro, F.G.2
Duffy, J.P.3
Harrington, E.M.4
-
23
-
-
34547882369
-
-
For a preliminary communication of our synthesis of VX-745, see
-
For a preliminary communication of our synthesis of VX-745, see: Bagley, M. C.; Davis, T.; Dix, M. C.; Rokicki, M. J.; Kipling, D. Bioorg. Med. Chem. Lett. 2007, 17, 5107.
-
(2007)
Bioorg. Med. Chem. Lett.
, vol.17
, pp. 5107
-
-
Bagley, M.C.1
Davis, T.2
Dix, M.C.3
Rokicki, M.J.4
Kipling, D.5
-
24
-
-
65549162827
-
-
For preliminary communication and optimization of the C-S bond-forming procedure, see
-
For preliminary communication and optimization of the C-S bond-forming procedure, see: Bagley, M. C.; Dix, M. C.; Fusillo, V. Tetrahedron Lett. 2009, 50, 3661.
-
(2009)
Tetrahedron Lett.
, vol.50
, pp. 3661
-
-
Bagley, M.C.1
Dix, M.C.2
Fusillo, V.3
-
25
-
-
3342903327
-
-
(a) Treu, M.; Jordis, U.; Lee, V. J. Molecules 2001, 6, 959.
-
(2001)
Molecules
, vol.6
, pp. 959
-
-
Treu, M.1
Jordis, U.2
Lee, V.J.3
-
26
-
-
17344381323
-
-
(b) Natarajan, S. R.; Wisnoski, D. D.; Singh, S. B.; Stelmach, J. E.; O'Neill, E. A.; Schwartz, C. D.; Thompson, C. M.; Fitzgerald, C. E.; O'Keefe, S. J.; Kumar, S.; Hop, C. E. C. A.; Zaller, D. M.; Schmatz, D. M.; Doherty, J. B. Bioorg. Med. Chem. Lett. 2003, 13, 273.
-
(2003)
Bioorg. Med. Chem. Lett.
, vol.13
, pp. 273
-
-
Natarajan, S.R.1
Wisnoski, D.D.2
Singh, S.B.3
Stelmach, J.E.4
O'Neill, E.A.5
Schwartz, C.D.6
Thompson, C.M.7
Fitzgerald, C.E.8
O'Keefe, S.J.9
Kumar, S.10
Hop, C.E.C.A.11
Zaller, D.M.12
Schmatz, D.M.13
Doherty, J.B.14
-
30
-
-
33748987091
-
-
(d) Nilsson, P.; Olofsson, K.; Larhed, M. Top. Curr. Chem. 2006, 266, 103.
-
(2006)
Top. Curr. Chem.
, vol.266
, pp. 103
-
-
Nilsson, P.1
Olofsson, K.2
Larhed, M.3
-
31
-
-
33748993451
-
-
(e) Wannberg, J.; Ersmark, K.; Larhed, M. Top. Curr. Chem. 2006, 266, 167.
-
(2006)
Top. Curr. Chem.
, vol.266
, pp. 167
-
-
Wannberg, J.1
Ersmark, K.2
Larhed, M.3
-
33
-
-
0037421895
-
-
(g) Adam, D. Nature 2003, 421, 571.
-
(2003)
Nature
, vol.421
, pp. 571
-
-
Adam, D.1
-
34
-
-
0011932271
-
-
Loupy, A.; Wiley-VCH: Weinheim
-
(h) In Microwaves in Organic Synthesis; Loupy, A.; Wiley-VCH: Weinheim, 2002.
-
(2002)
Microwaves in Organic Synthesis
-
-
-
38
-
-
0035813244
-
-
(l) Lidström, P.; Tierney, J.;Wathey, B.;Westman, J. Tetrahedron 2001, 57, 9225.
-
(2001)
Tetrahedron
, vol.57
, pp. 9225
-
-
Lidström, P.1
Tierney, J.2
Wathey, B.3
Westman, J.4
-
39
-
-
0031683652
-
-
(m) Loupy, A.; Petit, A.; Hamelin, J.; Texier-Boullet, F.; Jacquault, P.; Mathé, D. Synthesis 1998, 1213.
-
(1998)
Synthesis
, pp. 1213
-
-
Loupy, A.1
Petit, A.2
Hamelin, J.3
Texier-Boullet, F.4
Jacquault, P.5
Mathé, D.6
-
40
-
-
0032330265
-
-
(n) Gabriel, C.; Gabriel, S.; Grant, E. H.; Halstead, B. S. J.; Mingos, D. M. P. Chem. Soc. Rev. 1998, 27, 213.
-
(1998)
Chem. Soc. Rev.
, vol.27
, pp. 213
-
-
Gabriel, C.1
Gabriel, S.2
Grant, E.H.3
Halstead, B.S.J.4
Mingos, D.M.P.5
-
44
-
-
0037015435
-
-
Reported methods for arylsulfide formation by Ullmann-type coupling or SNAr methodology include
-
Reported methods for arylsulfide formation by Ullmann-type coupling or SNAr methodology include: (a) Kwong, F. Y.; Buchwald, S. L. Org. Lett. 2002, 4, 3517.
-
(2002)
Org. Lett.
, vol.4
, pp. 3517
-
-
Kwong, F.Y.1
Buchwald, S.L.2
-
45
-
-
0022007171
-
-
(b) Hickman, R. J. S.; Christie, B. J.; Guy, R. W.; White, T. J. Aust. J. Chem. 1985, 38, 899.
-
(1985)
Aust. J. Chem.
, vol.38
, pp. 899
-
-
Hickman, R.J.S.1
Christie, B.J.2
Guy, R.W.3
White, T.J.4
-
46
-
-
0035861768
-
-
(c) Li, G. Y.; Zheng, G.; Noonan, A. F. J. Org. Chem. 2001, 66, 8677.
-
(2001)
J. Org. Chem.
, vol.66
, pp. 8677
-
-
Li, G.Y.1
Zheng, G.2
Noonan, A.F.3
-
49
-
-
0029066468
-
-
(f) 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
-
50
-
-
0032567319
-
-
(g) Zheng, N.; McWilliams, J. C.; Fleitz, F. J.; Armstrong, J. D. III; Volante, R. P. J. Org. Chem. 1998, 63, 9606.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 9606
-
-
Zheng, N.1
McWilliams, J.C.2
Fleitz, F.J.3
Armstrong III, J.D.4
Volante, R.P.5
-
51
-
-
0001237375
-
-
(h) Kosugi, M.; Ogata, T.; Terada, M.; Sano, H.; Migita, T. Bull. Chem. Soc. Jpn. 1985, 58, 3657.
-
(1985)
Bull. Chem. Soc. Jpn.
, vol.58
, pp. 3657
-
-
Kosugi, M.1
Ogata, T.2
Terada, M.3
Sano, H.4
Migita, T.5
-
52
-
-
0001457755
-
-
(i) Migita, T.; Shimizu, T.; Asami, Y.; Shiobara, J.; Kato, Y.; Kosugi, M. Bull. Chem. Soc. Jpn. 1980, 53, 1385.
-
(1980)
Bull. Chem. Soc. Jpn.
, vol.53
, pp. 1385
-
-
Migita, T.1
Shimizu, T.2
Asami, Y.3
Shiobara, J.4
Kato, Y.5
Kosugi, M.6
-
53
-
-
0033617396
-
-
(j) Kalinin, A. V.; Bower, J. F.; Riebel, P.; Snieckus, V. J. Org. Chem. 1999, 64, 2986.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 2986
-
-
Kalinin, A.V.1
Bower, J.F.2
Riebel, P.3
Snieckus, V.4
-
55
-
-
0037043523
-
-
(l) Bates, C. G.; Gujadhur, R. K.; Venkataraman, D. Org. Lett. 2002, 4, 2803.
-
(2002)
Org. Lett.
, vol.4
, pp. 2803
-
-
Bates, C.G.1
Gujadhur, R.K.2
Venkataraman, D.3
-
56
-
-
14844303984
-
-
(m) Varala, R.; Ramu, E.; Mujahid Alam, M.; Adapa, S. R. Chem. Lett. 2004, 33, 1614.
-
(2004)
Chem. Lett.
, vol.33
, pp. 1614
-
-
Varala, R.1
Ramu, E.2
Mujahid Alam, M.3
Adapa, S.R.4
-
57
-
-
34250863287
-
-
(n) Carril, M.; SanMartin, R.; Dominguez, E.; Tellitu, I. Chem.-Eur. J. 2007, 13, 5100.
-
(2007)
Chem.-Eur. J.
, vol.13
, pp. 5100
-
-
Carril, M.1
SanMartin, R.2
Dominguez, E.3
Tellitu, I.4
-
60
-
-
33644515285
-
-
(q) Fernandez-Rodriguez, M. A.; Shen, Q.; Hartwig, J. F. J. Am. Chem. Soc. 2006, 128, 2180.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 2180
-
-
Fernandez-Rodriguez, M.A.1
Shen, Q.2
Hartwig, J.F.3
-
62
-
-
39249085569
-
-
(s) Buranaprasertsuk, P.; Chang, J. W. W.; Chavasiri, W.; Chan, P. W. H. Tetrahedron Lett. 2008, 49, 2023.
-
(2008)
Tetrahedron Lett.
, vol.49
, pp. 2023
-
-
Buranaprasertsuk, P.1
Chang, J.W.W.2
Chavasiri, W.3
Chan, P.W.H.4
-
63
-
-
37349086498
-
-
(t) Ranu, B. C.; Saha, A.; Jana, R. Adv. Synth. Catal. 2007, 349, 2690.
-
(2007)
Adv. Synth. Catal.
, vol.349
, pp. 2690
-
-
Ranu, B.C.1
Saha, A.2
Jana, R.3
-
64
-
-
0345708168
-
-
Thomas, A. W.; Ley, S. V. Angew. Chem., Int. Ed. 2003, 42, 5400.
-
(2003)
Angew. Chem., Int. Ed.
, vol.42
, pp. 5400
-
-
Thomas, A.W.1
Ley, S.V.2
-
67
-
-
34250797354
-
-
For select examples of the use of PEPPSI-iPr, see
-
For select examples of the use of PEPPSI-iPr, see: (a) Kantchev, E. A. B.; O'Brien, C. J.; Organ, M. G. Angew. Chem., Int. Ed. 2007, 46, 2768.
-
(2007)
Angew. Chem., Int. Ed.
, vol.46
, pp. 2768
-
-
Kantchev, E.A.B.1
O'Brien, C.J.2
Organ, M.G.3
-
68
-
-
33745453356
-
-
(b) Organ, M. G.; Avola, S.; Dubovyk, I.; Hadei, N.; Kantchev, E. A. B.; O'Brien, C. J.; Valente, C. Chem. - Eur. J. 2006, 12, 4749.
-
(2006)
Chem. - Eur. J.
, vol.12
, pp. 4749
-
-
Organ, M.G.1
Avola, S.2
Dubovyk, I.3
Hadei, N.4
Kantchev, E.A.B.5
O'Brien, C.J.6
Valente, C.7
-
69
-
-
33750009667
-
-
(c) Kantchev, E. A. B.; O'Brien, C. J.; Organ, M. G. Aldrichimica Acta 2006, 39, 97.
-
(2006)
Aldrichimica Acta
, vol.39
, pp. 97
-
-
Kantchev, E.A.B.1
O'Brien, C.J.2
Organ, M.G.3
-
70
-
-
58149185384
-
-
(d) O'Keefe, B. M.; Simmons, N.; Martin, S. F. Org. Lett. 2008, 10, 5301.
-
(2008)
Org. Lett.
, vol.10
, pp. 5301
-
-
O'Keefe, B.M.1
Simmons, N.2
Martin, S.F.3
-
71
-
-
49649123333
-
-
(e) Wang, G.; Huang, Z.; Negishi, E. Org. Lett. 2008, 10, 3223.
-
(2008)
Org. Lett.
, vol.10
, pp. 3223
-
-
Wang, G.1
Huang, Z.2
Negishi, E.3
-
72
-
-
51649101335
-
-
(f) Flegeau, E. F.; Popkin, M. E.; Greaney, M. F. Org. Lett. 2008, 10, 2717.
-
(2008)
Org. Lett.
, vol.10
, pp. 2717
-
-
Flegeau, E.F.1
Popkin, M.E.2
Greaney, M.F.3
-
74
-
-
67049117860
-
-
(h) Coleridge, B. M.; Bello, C. S.; Leitner, A. Tetrahedron Lett. 2009, 50, 4475.
-
(2009)
Tetrahedron Lett.
, vol.50
, pp. 4475
-
-
Coleridge, B.M.1
Bello, C.S.2
Leitner, A.3
-
75
-
-
58149305979
-
-
(i) Browne, D. L.; Taylor, J. B.; Plant, A.; Harrity, J. P. A. J. Org. Chem. 2009, 74, 396.
-
(2009)
J. Org. Chem.
, vol.74
, pp. 396
-
-
Browne, D.L.1
Taylor, J.B.2
Plant, A.3
Harrity, J.P.A.4
-
77
-
-
38649131407
-
-
(k) Valente, C.; Baglione, S.; Candito, D.; O'Brien, C. J.; Organ, M. G. Chem. Commun. 2008, 735.
-
(2008)
Chem. Commun.
, pp. 735
-
-
Valente, C.1
Baglione, S.2
Candito, D.3
O'Brien, C.J.4
Organ, M.G.5
-
78
-
-
70350718589
-
-
note
-
The use of sodium amide as a base gives 9 in 28% yield (ref 16a), whereas the use of sodium hydride gives the product in 43% yield (ref 19a).
-
-
-
|