-
1
-
-
0036589259
-
-
Hassan, J.; Sévignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359.
-
(2002)
Chem. Rev.
, vol.102
, pp. 1359
-
-
Hassan, J.1
Sévignon, M.2
Gozzi, C.3
Schulz, E.4
Lemaire, M.5
-
2
-
-
33744510833
-
-
Dyker, G., Ed. Wiley-VCH: Weinheim, Germany
-
(a) Dyker, G., Ed. Handbook of C-H Transformations; Wiley-VCH: Weinheim, Germany, 2005.
-
(2005)
Handbook of C-H Transformations
-
-
-
6
-
-
85009569241
-
-
Pd-catalyzed direct C-H arylation of heteroarenes: (a) Akita, Y.; Itagaki, Y.; Takizawa, S.; Ohta, A. Chem. Pharm. Bull. 1989, 37, 1477.
-
(1989)
Chem. Pharm. Bull.
, vol.37
, pp. 1477
-
-
Akita, Y.1
Itagaki, Y.2
Takizawa, S.3
Ohta, A.4
-
7
-
-
0000882066
-
-
(b) Ohta, A.; Akita, Y.; Ohkuwa, T.; Chiba, M.; Fukunaga, R.; Miyafuji, A.; Nakata, T.; Tani, N.; Aoyagi, Y. Heterocycles 1990, 31, 1951.
-
(1990)
Heterocycles
, vol.31
, pp. 1951
-
-
Ohta, A.1
Akita, Y.2
Ohkuwa, T.3
Chiba, M.4
Fukunaga, R.5
Miyafuji, A.6
Nakata, T.7
Tani, N.8
Aoyagi, Y.9
-
8
-
-
0001568295
-
-
(c) Pivsa-Art, S.; Satoh, T.; Kawamura, Y.; Miura, M.; Nomura, M. Bull. Chem. Soc. Jpn. 1998, 71, 467.
-
(1998)
Bull. Chem. Soc. Jpn.
, vol.71
, pp. 467
-
-
Pivsa-Art, S.1
Satoh, T.2
Kawamura, Y.3
Miura, M.4
Nomura, M.5
-
9
-
-
0037094021
-
-
(d) Okazawa, T.; Satoh, T.; Miura, M.; Nomura, M. J. Am. Chem. Soc. 2002, 124, 5286.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 5286
-
-
Okazawa, T.1
Satoh, T.2
Miura, M.3
Nomura, M.4
-
10
-
-
20444370318
-
-
(e) Lane, B. S.; Brown, M. A.; Sames, D. J. Am. Chem. Soc. 2005, 127, 8050.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 8050
-
-
Lane, B.S.1
Brown, M.A.2
Sames, D.3
-
11
-
-
0037442583
-
-
(f) Mori, A.; Sekiguchi, A.; Masui, K.; Shimada, T.; Horie, M.; Osakada, K.; Kawamoto, M.; Ikeda, T. J. Am. Chem. Soc. 2003, 125, 1700.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 1700
-
-
Mori, A.1
Sekiguchi, A.2
Masui, K.3
Shimada, T.4
Horie, M.5
Osakada, K.6
Kawamoto, M.7
Ikeda, T.8
-
12
-
-
27644582920
-
-
(g) Kobayashi, K.; Sugie, A.; Takahashi, M.; Masui, K.; Mori, A. Org. Lett. 2005, 7, 5083.
-
(2005)
Org. Lett.
, vol.7
, pp. 5083
-
-
Kobayashi, K.1
Sugie, A.2
Takahashi, M.3
Masui, K.4
Mori, A.5
-
13
-
-
1642282918
-
-
(h) Chabert, J. F. D.; Joucla, L.; David, E.; Lemaire, M. Tetrahedron 2004, 60, 3221.
-
(2004)
Tetrahedron
, vol.60
, pp. 3221
-
-
Chabert, J.F.D.1
Joucla, L.2
David, E.3
Lemaire, M.4
-
14
-
-
0035979069
-
-
(i) McClure, M. S.; Glover, B.; McSorley, E.; Millar, A.; Osterhout, M. H.; Roschangar, F. Org. Lett. 2001, 3, 1677.
-
(2001)
Org. Lett.
, vol.3
, pp. 1677
-
-
McClure, M.S.1
Glover, B.2
McSorley, E.3
Millar, A.4
Osterhout, M.H.5
Roschangar, F.6
-
15
-
-
0037562071
-
-
(j) Glover, B.; Harvey, K. A.; Liu, B.; Sharp, M. J.; Tymoschenko, M. F. Org. Lett. 2003, 5, 301.
-
(2003)
Org. Lett.
, vol.5
, pp. 301
-
-
Glover, B.1
Harvey, K.A.2
Liu, B.3
Sharp, M.J.4
Tymoschenko, M.F.5
-
16
-
-
0345791430
-
-
(k) Li, W.; Nelson, D. P.; Jensen, M. S.; Hoerner, R. S.; Javadi, G. J.; Cai, D.; Larsen, R. D. Org. Lett. 2003, 5, 4835.
-
(2003)
Org. Lett.
, vol.5
, pp. 4835
-
-
Li, W.1
Nelson, D.P.2
Jensen, M.S.3
Hoerner, R.S.4
Javadi, G.J.5
Cai, D.6
Larsen, R.D.7
-
17
-
-
2342527678
-
-
(l) Park, C.-H.; Ryabova, V.; Seregin, I. V.; Sromek, A. W.; Gevorgvan, V. Org. Lett. 2004, 6, 1159.
-
(2004)
Org. Lett.
, vol.6
, pp. 1159
-
-
Park, C.-H.1
Ryabova, V.2
Seregin, I.V.3
Sromek, A.W.4
Gevorgvan, V.5
-
20
-
-
29844433863
-
-
(o) Campeau, L.-C.; Rousseaux, S.; Fagnou, K. J. Am. Chem. Soc. 2005, 127, 18020.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 18020
-
-
Campeau, L.-C.1
Rousseaux, S.2
Fagnou, K.3
-
21
-
-
33646137411
-
-
(p) Deprez, N. R.; Kalyani, D.; Krause, A.; Sanford, M. S. J. Am. Chem. Soc. 2006, 128, 4972.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 4972
-
-
Deprez, N.R.1
Kalyani, D.2
Krause, A.3
Sanford, M.S.4
-
22
-
-
33744742308
-
-
(q) Touré, B. B.; Lane, B. S.; Sames, D. Org. Lett. 2006, 8, 1979.
-
(2006)
Org. Lett.
, vol.8
, pp. 1979
-
-
Touré, B.B.1
Lane, B.S.2
Sames, D.3
-
23
-
-
0742321839
-
-
Rh catalysis: (a) Lewis, J. C.; Wiedemann, S. H.; Bergman, R. G.; Ellman, J. A. Org. Lett. 2004, 6, 35.
-
(2004)
Org. Lett.
, vol.6
, pp. 35
-
-
Lewis, J.C.1
Wiedemann, S.H.2
Bergman, R.G.3
Ellman, J.A.4
-
24
-
-
17144431294
-
-
(b) Wang, X.; Lane, B. S.; Sames, D. J. Am. Chem. Soc. 2005, 127, 4996.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 4996
-
-
Wang, X.1
Lane, B.S.2
Sames, D.3
-
25
-
-
33745656245
-
-
(c) Lewis, J. C.; Wu, J. Y.; Bergman, R. G.; Ellman, J. A. Angew. Chem., Int. Ed. 2006, 45, 1589.
-
(2006)
Angew. Chem., Int. Ed.
, vol.45
, pp. 1589
-
-
Lewis, J.C.1
Wu, J.Y.2
Bergman, R.G.3
Ellman, J.A.4
-
26
-
-
0030776292
-
-
Catalytic C-H arylation of arenes: (a) Satoh, T.; Itaya, T.; Miura, M.; Nomura, M. Angew. Chem., Int. Ed. Engl. 1997, 36, 1740.
-
(1997)
Angew. Chem., Int. Ed. Engl.
, vol.36
, pp. 1740
-
-
Satoh, T.1
Itaya, T.2
Miura, M.3
Nomura, M.4
-
27
-
-
0034620911
-
-
(b) Kametani, Y.; Satoh, T.; Miura, M.; Nomura, M. Tetrahedron Lett. 2000, 41, 2655.
-
(2000)
Tetrahedron Lett.
, vol.41
, pp. 2655
-
-
Kametani, Y.1
Satoh, T.2
Miura, M.3
Nomura, M.4
-
28
-
-
0000592976
-
-
(c) Oi, S.; Fukita, S.; Hirata, N.; Watanuki, N.; Miyano, S.; Inoue, Y. Org. Lett. 2001, 3, 2579.
-
(2001)
Org. Lett.
, vol.3
, pp. 2579
-
-
Oi, S.1
Fukita, S.2
Hirata, N.3
Watanuki, N.4
Miyano, S.5
Inoue, Y.6
-
29
-
-
0347296197
-
-
(d) Bedford, R. B.; Coles, S. J.; Hursthouse, M. B.; Limmert, M. E. Angew. Chem., Int. Ed. 2003, 42, 112.
-
(2003)
Angew. Chem., Int. Ed.
, vol.42
, pp. 112
-
-
Bedford, R.B.1
Coles, S.J.2
Hursthouse, M.B.3
Limmert, M.E.4
-
30
-
-
0242352421
-
-
(e) Oi. S.; Watanabe, S.; Fukita, S.; Inoue, Y. Tetrahedron Lett. 2003, 44, 8665.
-
(2003)
Tetrahedron Lett.
, vol.44
, pp. 8665
-
-
Oi, S.1
Watanabe, S.2
Fukita, S.3
Inoue, Y.4
-
32
-
-
17844400107
-
-
(g) Kakiuchi, F.; Matsuura, Y.; Kan, S.; Chatani, N. J. Am. Chem. Soc. 2005, 127, 5936.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 5936
-
-
Kakiuchi, F.1
Matsuura, Y.2
Kan, S.3
Chatani, N.4
-
33
-
-
21244438753
-
-
(h) Daugulis, O.; Zaitsev, V. G. Angew. Chem., Int. Ed. 2005, 44, 4046.
-
(2005)
Angew. Chem., Int. Ed.
, vol.44
, pp. 4046
-
-
Daugulis, O.1
Zaitsev, V.G.2
-
34
-
-
19744365933
-
-
(i) Kalyani, D.; Deprez, N. R.; Desai, L. V.; Sanford, M. S. J. Am. Chem. Soc. 2005, 127, 7330.
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 7330
-
-
Kalyani, D.1
Deprez, N.R.2
Desai, L.V.3
Sanford, M.S.4
-
35
-
-
31544455027
-
-
(j) Campeau, L.-C.; Parisien, M.; Jean, A.; Fagnou, K. J. Am. Chem. Soc. 2006, 128, 581.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 581
-
-
Campeau, L.-C.1
Parisien, M.2
Jean, A.3
Fagnou, K.4
-
36
-
-
33745959757
-
-
(k) Lafrance, M.; Rowley, C. N.; Woo, T. K.; Fagnou, K. J. Am. Chem. Soc. 2006, 128, 8754.
-
(2006)
J. Am. Chem. Soc.
, vol.128
, pp. 8754
-
-
Lafrance, M.1
Rowley, C.N.2
Woo, T.K.3
Fagnou, K.4
-
37
-
-
33748517287
-
-
note
-
5aaa was obtained in 17% yield together with 4aa (66%) when the reaction was conducted without DME under microwave irradiation.
-
-
-
-
38
-
-
33748517942
-
-
note
-
Although arylation proceeded well with electron-deficient and -neutral aryl iodides, the application of electron-rich aryl iodides often resulted in somewhat lower arylation efficiency under present conditions.
-
-
-
-
40
-
-
0001230097
-
-
(b) Jolly, R. S.; Ludtke, G.; Sheehan, D.; Livinghouse, T. J. Am. Chem. Soc. 1990, 112, 4965.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 4965
-
-
Jolly, R.S.1
Ludtke, G.2
Sheehan, D.3
Livinghouse, T.4
-
41
-
-
0000551283
-
-
(c) Wender, P. A.; Jenkins, T. E.; Suzuki, S. J. Am. Chem. Soc. 1995, 117, 1843.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 1843
-
-
Wender, P.A.1
Jenkins, T.E.2
Suzuki, S.3
-
42
-
-
0031708442
-
-
(d) Murakami, M.; Ubukata, M.; Itami, K.; Ito, Y. Angew. Chem., Int. Ed. 1998, 37, 2248.
-
(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 2248
-
-
Murakami, M.1
Ubukata, M.2
Itami, K.3
Ito, Y.4
-
45
-
-
33748481434
-
-
note
-
During the course of this study, we became aware of Rh-catalyzed arylation of indoles and pyrroles reported by Sames (ref 4b). Although they also proposed a mechanism based on electrophilic metalation, the regioselectivities were somewhat different with our catalysis. In addition, the arylation of thiophenes, furans, and simple arenes was not mentioned.
-
-
-
-
46
-
-
33748480977
-
-
note
-
The yield of arylation products (7 and 8) gradually decreased by decreasing the amount of anisole (6) employed: 51% (3f:6 = 1:27), 48% (3f:6 = 1:10), 42% (3f:6:n-octane = 1:5:6; n-octane was added as cosolvent), 25% (3f:6:n-octane = 1:2:6; n-octane was added as cosolvent).
-
-
-
|