-
1
-
-
0000875742
-
-
(a) Fujiwara, Y.; Moritani, I.; Danno, S.; Asano, R.; Teranishi, S. J. Am. Chem. Soc. 1969, 91, 7166
-
(1969)
J. Am. Chem. Soc.
, vol.91
, pp. 7166
-
-
Fujiwara, Y.1
Moritani, I.2
Danno, S.3
Asano, R.4
Teranishi, S.5
-
2
-
-
0034677867
-
-
For other selected references, see: (b) Jia, C.; Piao, D.; Oyamada, J.; Lu, W.; Kitamura, T.; Fujiwara, Y. Science 2000, 287, 1992.
-
(2000)
Science
, vol.287
, pp. 1992
-
-
Jia, C.1
Piao, D.2
Oyamada, J.3
Lu, W.4
Kitamura, T.5
Fujiwara, Y.6
-
3
-
-
0034867872
-
-
(c) Jia, C.; Kitamura, T.; Fujiwara, Y. Acc. Chem. Res. 2001, 34, 633.
-
(2001)
Acc. Chem. Res.
, vol.34
, pp. 633
-
-
Jia, C.1
Kitamura, T.2
Fujiwara, Y.3
-
4
-
-
4644349037
-
-
de Meijere, A., Diederich, F., Eds.; Wiley-VCH: New York
-
For recent reviews on the Mizoroki-Heck reaction: Bräse, S.; de Meijere, A. In Metal-Catalyzed Cross-Coupling Reactions; de Meijere, A., Diederich, F., Eds.;Wiley-VCH: New York, 2004; p 217.
-
(2004)
Metal-Catalyzed Cross-Coupling Reactions
, pp. 217
-
-
Bräse, S.1
De Meijere, A.2
-
5
-
-
22744442306
-
-
(b) Nicolaou, K. C.; Bulger, P. G.; Sarlah, D. Angew. Chem., Int. Ed. 2005, 44, 4442.
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 4442
-
-
Nicolaou, K.C.1
Bulger, P.G.2
Sarlah, D.3
-
6
-
-
80054105790
-
-
For recent reviews on C-Hactivation, see: (a) Wencel-Delord, J.; Dröge, T.; Liu, F.; Glorius, F. Chem. Soc. Rev. 2011, 40, 4740.
-
(2011)
Chem. Soc. Rev.
, vol.40
, pp. 4740
-
-
Wencel-Delord, J.1
Dröge, T.2
Liu, F.3
Glorius, F.4
-
10
-
-
77349090183
-
-
(e) Colby, D. A.; Bergman, R. G.; Ellman, J. A. Chem. Rev. 2010, 110, 624.
-
(2010)
Chem. Rev.
, vol.110
, pp. 624
-
-
Colby, D.A.1
Bergman, R.G.2
Ellman, J.A.3
-
11
-
-
75749111062
-
-
(f) Xu, L.-M.; Yang, Z.; Shi, Z.- J. Chem. Soc. Rev. 2010, 39, 712.
-
(2010)
Chem. Soc. Rev.
, vol.39
, pp. 712
-
-
Xu, L.-M.1
Yang, Z.2
Shi, Z.-J.3
-
12
-
-
74549178746
-
-
(g) Sun, C.-L.; Li, B.-J.; Shi, Z.-J. Chem. Commun. 2010, 46, 677.
-
(2010)
Chem. Commun.
, vol.46
, pp. 677
-
-
Sun, C.-L.1
Li, B.-J.2
Shi, Z.-J.3
-
14
-
-
72449170089
-
-
(i) Ackermann, L.; Vicente, R.; Kapdi, A. R. Angew. Chem., Int. Ed. 2009, 48, 9792.
-
(2009)
Angew. Chem., Int. Ed.
, vol.48
, pp. 9792
-
-
Ackermann, L.1
Vicente, R.2
Kapdi, A.R.3
-
15
-
-
67649488045
-
-
(j) Chen, X.; Engle, K. M.; Wang, D.-H.; Yu, J.-Q. Angew. Chem., Int. Ed. 2009, 48, 5094.
-
(2009)
Angew. Chem. Int. Ed.
, vol.48
, pp. 5094
-
-
Chen, X.1
Engle, K.M.2
Wang, D.-H.3
Yu, J.-Q.4
-
16
-
-
70350494926
-
-
(k) Giri, R.; Shi, B.-F.; Engle, K. M.; Maugel, N.; Yu, J.-Q. Chem. Soc. Rev. 2009, 38, 3242.
-
(2009)
Chem. Soc. Rev.
, vol.38
, pp. 3242
-
-
Giri, R.1
Shi, B.-F.2
Engle, K.M.3
Maugel, N.4
Yu, J.-Q.5
-
20
-
-
33846918696
-
-
(o) Alberico, D.; Scott, M. E.; Lautens,M. Chem. Rev. 2007, 107, 174.
-
(2007)
Chem. Rev.
, vol.107
, pp. 174
-
-
Alberico, D.1
Scott, M.E.2
Lautens, M.3
-
21
-
-
34250861444
-
-
For selected (chelate assisted) Pd catalyzed examples, see: (a) Cai, G.; Fu, Y.; Li, Y.; Wan, X.; Shi, Z. J. Am. Chem. Soc. 2007, 129, 7666.
-
(2007)
J. Am. Chem. Soc.
, vol.129
, pp. 7666
-
-
Cai, G.1
Fu, Y.2
Li, Y.3
Wan, X.4
Shi, Z.5
-
22
-
-
47749125841
-
-
(b) Cho, S. H.; Hwang, S. J.; Chang, S. J. Am. Chem. Soc. 2008, 130, 9254.
-
(2008)
J. Am. Chem. Soc.
, vol.130
, pp. 9254
-
-
Cho, S.H.1
Hwang, S.J.2
Chang, S.3
-
23
-
-
70349928947
-
-
(c) Garcia-Rubia, A.; Arrayas, R. G.; Carretero, J. C. Angew. Chem., Int. Ed. 2009, 48, 6511.
-
(2009)
Angew. Chem. Int. Ed.
, vol.48
, pp. 6511
-
-
Garcia-Rubia, A.1
Arrayas, R.G.2
Carretero, J.C.3
-
24
-
-
10044267678
-
-
(d) Zhang, H.; Ferreira, E. M.; Stoltz, B. M. Angew. Chem., Int. Ed. 2004, 43, 6144.
-
(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 6144
-
-
Zhang, H.1
Ferreira, E.M.2
Stoltz, B.M.3
-
25
-
-
53249142637
-
-
(e) Würtz, S.; Rakshit, S.; Neumann, J. J.; Dröge, T.; Glorius, F. Angew. Chem., Int. Ed. 2008, 47, 7230.
-
(2008)
Angew. Chem. Int. Ed.
, vol.47
, pp. 7230
-
-
Würtz, S.1
Rakshit, S.2
Neumann, J.J.3
Dröge, T.4
Glorius, F.5
-
26
-
-
0037181051
-
-
(f) Boele, M.D. K.; van Strijdonck, G. P. F.; de Vries, A. H. M.; Kamer, P. C. J.; de Vries, J. G.; van Leeuwen, P. W. N. M. J. Am. Chem. Soc. 2002, 124, 1586. See also:
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 1586
-
-
Boele, M.D.K.1
Van Strijdonck, G.P.F.2
De Vries, A.H.M.3
Kamer, P.C.J.4
De Vries, J.G.5
Van Leeuwen, P.W.N.M.6
-
27
-
-
52049102506
-
-
See also: (g) Li, J.-J.; Mei, T.-S.; Yu, J.-Q. Angew. Chem., Int. Ed. 2008, 47, 6452.
-
(2008)
Angew. Chem. Int. Ed.
, vol.47
, pp. 6452
-
-
Li, J.-J.1
Mei, T.-S.2
Yu, J.-Q.3
-
28
-
-
74549148904
-
-
(h) Wang, D.-H.; Engle, K. M.; Shi, B.-F.; Yu, J.-Q. Science 2010, 327, 315.
-
(2010)
Science
, vol.327
, pp. 315
-
-
Wang, D.-H.1
Engle, K.M.2
Shi, B.-F.3
Yu, J.-Q.4
-
29
-
-
74949127669
-
-
(i) Shi, B.-F.; Zhang, Y.-H.; Lam, J. K.; Wang, D.-H.; Yu, J.-Q. J. Am. Chem. Soc. 2010, 132, 460.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 460
-
-
Shi, B.-F.1
Zhang, Y.-H.2
Lam, J.K.3
Wang, D.-H.4
Yu, J.-Q.5
-
31
-
-
77956050659
-
-
(k)Engle,K.M.;Wang,D.-H.; Yu, J.-Q. Angew. Chem., Int. Ed. 2010, 49, 6169.
-
(2010)
Angew. Chem., Int. Ed.
, vol.49
, pp. 6169
-
-
Engle, K.M.1
Wang, D.-H.2
Yu, J.-Q.3
-
32
-
-
77957719307
-
-
(l) Engle, K. M.; Wang, D.-H.; Yu, J.-Q. J. Am. Chem. Soc. 2010, 132, 14137.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 14137
-
-
Engle, K.M.1
Wang, D.-H.2
Yu, J.-Q.3
-
33
-
-
77952578429
-
-
(m) Lu, Y.; Wang, D.-H.; Engle, K. M.; Yu, J.-Q. J. Am. Chem. Soc. 2010, 132, 5916.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 5916
-
-
Lu, Y.1
Wang, D.-H.2
Engle, K.M.3
Yu, J.-Q.4
-
34
-
-
79952597273
-
-
(n) Garcia-Rubia, A.; Fernandez-Ibanez, M. A.; Arrayas, R. G.; Carretero, J. C. Chem.;Eur. J. 2011, 17, 3567.
-
(2011)
Chem.;Eur. J.
, vol.17
, pp. 3567
-
-
Garcia-Rubia, A.1
Fernandez-Ibanez, M.A.2
Arrayas, R.G.3
Carretero, J.C.4
-
35
-
-
79955691468
-
-
(o) Dai, H.-X.; Stepan, A. F.; Plummer, M. S.; Zhang,Y.-H.;Yu, J.-Q. J. Am.Chem. Soc. 2011, 133, 7222.
-
(2011)
J. Am.Chem. Soc.
, vol.133
, pp. 7222
-
-
Dai, H.-X.1
Stepan, A.F.2
Plummer, M.S.3
Zhang, Y.-H.4
Yu, J.-Q.5
-
36
-
-
79951610722
-
-
Arguably, there are very few oxidative examples based on Ru catalysts; see for example: (a) Ueyama, T.; Mochida, S.; Fukutani, T.; Hirano, K.; Satoh, T.; Miura, M. Org. Lett. 2011, 13, 706.
-
(2011)
Org. Lett.
, vol.13
, pp. 706
-
-
Ueyama, T.1
Mochida, S.2
Fukutani, T.3
Hirano, K.4
Satoh, T.5
Miura, M.6
-
38
-
-
78649293177
-
-
(c) Kwon, K.-H.; Lee, D. W.; Yi, C. S. Organometallics 2010, 29, 5748.
-
(2010)
Organometallics
, vol.29
, pp. 5748
-
-
Kwon, K.-H.1
Lee, D.W.2
Yi, C.S.3
-
40
-
-
84055205611
-
-
However, a numberof interesting
-
(e) Hashimoto, Y.;Ueyama, T.;Fukutani, T.;Hirano, K.; Satoh, T.; Miura, M. Chem. Lett. 2011, 40, 1165.However, a numberof interesting
-
(2011)
Chem. Lett.
, vol.40
, pp. 1165
-
-
Hashimoto, Y.1
Ueyama, T.2
Fukutani, T.3
Hirano, K.4
Satoh, T.5
Miura, M.6
-
41
-
-
0027913099
-
-
However, a numberof interesting (chelate assisted)C-Hactivationprocesses that couple arenes with olefins exist. For selected examples, see: (f) Murai, S.; Kakiuchi, F.; Sekine, S.; Tanaka, Y.; Kamatani, A.; Sonoda, M.; Chatani, N. Nature 1993, 366, 529.
-
(1993)
Nature
, vol.366
, pp. 529
-
-
Murai, S.1
Kakiuchi, F.2
Sekine, S.3
Tanaka, Y.4
Kamatani, A.5
Sonoda, M.6
Chatani, N.7
-
42
-
-
33845743091
-
-
(g) Martinez, R.; Chevalier, R.; Darses, S.; Genet, J.-P. Angew. Chem., Int. Ed. 2006, 45, 8232.
-
(2006)
Angew. Chem. Int. Ed.
, vol.45
, pp. 8232
-
-
Martinez, R.1
Chevalier, R.2
Darses, S.3
Genet, J.-P.4
-
43
-
-
77954101460
-
-
(h) Simon, M.-O.; Genet, J.-P.; Darses, S. Org. Lett. 2010, 12, 3038.
-
(2010)
Org. Lett.
, vol.12
, pp. 3038
-
-
Simon, M.-O.1
Genet, J.-P.2
Darses, S.3
-
44
-
-
77956203593
-
-
(i) Watson, A. J. A.; Maxwell, A. C.; Williams, J.M. J. Org. Lett. 2010, 12, 3856.
-
(2010)
J. Org. Lett.
, vol.12
, pp. 3856
-
-
Watson, A.J.A.1
Maxwell, A.C.2
Williams, J.M.3
-
46
-
-
70249093328
-
-
(b) Umeda, N.; Hirano, K.; Satoh, T.; Miura, M. J. Org. Chem. 2009, 74, 7094.
-
(2009)
J. Org. Chem.
, vol.74
, pp. 7094
-
-
Umeda, N.1
Hirano, K.2
Satoh, T.3
Miura, M.4
-
47
-
-
34147156671
-
-
(c) Ueura, K.; Satoh, T.; Miura, M. Org. Lett. 2007, 9, 1407.
-
(2007)
Org. Lett.
, vol.9
, pp. 1407
-
-
Ueura, K.1
Satoh, T.2
Miura, M.3
-
49
-
-
79251537123
-
-
(e) Patureau, F. W.; Besset, T.; Glorius, F. Angew. Chem., Int. Ed. 2011, 50, 1064.
-
(2011)
Angew. Chem. Int. Ed.
, vol.50
, pp. 1064
-
-
Patureau, F.W.1
Besset, T.2
Glorius, F.3
-
50
-
-
79951846441
-
-
(f) Rakshit, S.; Grohmann, C.; Besset, T.; Glorius, F. J. Am. Chem. Soc. 2011, 133, 2350.
-
(2011)
J. Am. Chem. Soc.
, vol.133
, pp. 2350
-
-
Rakshit, S.1
Grohmann, C.2
Besset, T.3
Glorius, F.4
-
51
-
-
79851477639
-
-
(g) Tsai, A. S.; Brasse, M.; Bergman,R. G.; Ellman, J. A. Org. Lett. 2011, 13, 540.
-
(2011)
Org. Lett.
, vol.13
, pp. 540
-
-
Tsai, A.S.1
Brasse, M.2
Bergmanr, G.3
Ellman, J.A.4
-
52
-
-
79953884566
-
-
(h) Wang, F.; Song, G.; Du, Z.; Li, X. J. Org. Chem. 2011, 76, 2926.
-
(2011)
J. Org. Chem.
, vol.76
, pp. 2926
-
-
Wang, F.1
Song, G.2
Du, Z.3
Li, X.4
-
53
-
-
79958785716
-
-
(i) Gong, T.-J.; Xiao, B.; Liu, Z.-J.; Wan, J.; Xu, J.; Luo, D.-F.; Fu, Y.; Liu, L. Org. Lett. 2011, 13, 3235.
-
(2011)
Org. Lett.
, vol.13
, pp. 3235
-
-
Gong, T.-J.1
Xiao, B.2
Liu, Z.-J.3
Wan, J.4
Xu, J.5
Luo, D.-F.6
Fu, Y.7
Liu, L.8
-
54
-
-
79955557379
-
-
(j) Mochida, S.; Hirano, K.; Satoh, T.; Miura, M. J. Org. Chem. 2011, 76, 3024.
-
(2011)
J. Org. Chem.
, vol.76
, pp. 3024
-
-
Mochida, S.1
Hirano, K.2
Satoh, T.3
Miura, M.4
-
55
-
-
79955613681
-
-
(k) Park, S. H.; Kim, J. Y.; Chang, S. Org. Lett. 2011, 13, 2372.
-
(2011)
Org. Lett.
, vol.13
, pp. 2372
-
-
Park, S.H.1
Kim, J.Y.2
Chang, S.3
-
56
-
-
78650392307
-
-
(l) Chen, J.; Song, G.; Pan, C.-L.; Li, X. Org. Lett. 2010, 12, 5426.
-
(2010)
Org. Lett.
, vol.12
, pp. 5426
-
-
Chen, J.1
Song, G.2
Pan, C.-L.3
Li, X.4
-
57
-
-
78650375862
-
-
(m) Wang, F.; Song, G.; Li, X. Org. Lett. 2010, 12, 5430.
-
(2010)
Org. Lett.
, vol.12
, pp. 5430
-
-
Wang, F.1
Song, G.2
Li, X.3
-
58
-
-
79959773807
-
-
(n) Willwacher, J.; Rakshit, S.; Glorius, F. Org. Biomol. Chem. 2011, 9, 4736.
-
(2011)
Org. Biomol. Chem.
, vol.9
, pp. 4736
-
-
Willwacher, J.1
Rakshit, S.2
Glorius, F.3
-
59
-
-
79958782198
-
-
(o) Besset, T.; Kuhl, N.; Patureau, F. W.; Glorius, F. Chem.-Eur. J. 2011, 17, 7167.
-
(2011)
Chem.-Eur. J.
, vol.17
, pp. 7167
-
-
Besset, T.1
Kuhl, N.2
Patureau, F.W.3
Glorius, F.4
-
60
-
-
18844405201
-
-
For no-chelate assisted C-H oxidative olefination of some specific heterocyclic structures, see for example: (a) Grimster, N. P.; Gauntlett, C.; Godfrey, C. R. A.; Gaunt, M. J. Angew. Chem., Int. Ed. 2005, 44, 3125.
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 3125
-
-
Grimster, N.P.1
Gauntlett, C.2
Godfrey, C.R.A.3
Gaunt, M.J.4
-
63
-
-
0035900977
-
-
Weissman, H.; Song, X.; Milstein, D. J. Am. Chem. Soc. 2001, 123, 337.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 337
-
-
Weissman, H.1
Song, X.2
Milstein, D.3
-
64
-
-
0034339977
-
-
For other pioneering examples of no-chelate assisted C-H oxidative olefinations, see: (a) Matsumoto, T.; Yoshida, H. Chem. Lett. 2000, 1064.
-
(2000)
Chem. Lett.
, pp. 1064
-
-
Matsumoto, T.1
Yoshida, H.2
-
65
-
-
0042531833
-
-
(b) Dams, M.; De Vos, D. E.; Celen, S.; Jacobs, P. A. Angew. Chem., Int. Ed. 2003, 42, 3512.
-
(2003)
Angew. Chem. Int. Ed.
, vol.42
, pp. 3512
-
-
Dams, M.1
De Vos, D.E.2
Celen, S.3
Jacobs, P.A.4
-
66
-
-
0037433243
-
-
(c) Yokota, T.; Tani, M.; Sakaguchi, S.; Ishii, Y. J. Am. Chem. Soc. 2003, 125, 1476.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 1476
-
-
Yokota, T.1
Tani, M.2
Sakaguchi, S.3
Ishii, Y.4
-
67
-
-
1242352467
-
-
(d) Tani, M.; Sakaguchi, S.; Ishii, Y. J. Org. Chem. 2004, 69, 1221.
-
(2004)
J. Org. Chem.
, vol.69
, pp. 1221
-
-
Tani, M.1
Sakaguchi, S.2
Ishii, Y.3
-
68
-
-
41549165729
-
-
(e) Yamada, T.; Sakakura, A.; Sakaguchi, S.; Obora, Y.; Ishii, Y. New J. Chem. 2008, 32, 738.
-
(2008)
New J. Chem.
, vol.32
, pp. 738
-
-
Yamada, T.1
Sakakura, A.2
Sakaguchi, S.3
Obora, Y.4
Ishii, Y.5
-
69
-
-
67749142079
-
-
(f) Zhang, Y.-H.; Shi, B.-F.; Yu, J.-Q. J. Am. Chem. Soc. 2009, 131, 5072.
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 5072
-
-
Zhang, Y.-H.1
Shi, B.-F.2
Yu, J.-Q.3
-
70
-
-
79955684836
-
-
(g) Ye, M.; Gao, G.-L.; Yu, J.-Q. J. Am. Chem. Soc. 2011, 133, 6964.
-
(2011)
J. Am. Chem. Soc.
, vol.133
, pp. 6964
-
-
Ye, M.1
Gao, G.-L.2
Yu, J.-Q.3
-
72
-
-
0027411812
-
-
The usage of bromobenzene as reoxidant in Rh catalysis was previously postulated; for example see: Barrett, A. G. M.; Itoh, T.; Wallace, E. M. Tetrahedron Lett. 1993, 34, 2233.
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 2233
-
-
Barrett, A.G.M.1
Itoh, T.2
Wallace, E.M.3
-
74
-
-
80052318722
-
-
During the preparation of this manuscript, an insightful report appeared describing the Pd catalyzed arylation on monosubstituted arenes: (a) Wang, X.; Leow, D.; Yu, J.-Q. J. Am. Chem. Soc. 2011, 133, 13864. In comparison with our work, their transformation is more regioselective (up to 99% para selectivity), but their kinetic isotopic data tend to indicate an electrophilic attack mechanism (kH/kD=1).Anearly work describing the carbonylation of arenes by Rh C-H activation reports a more related kH/kD = 3
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(2011)
J. Am. Chem. Soc.
, pp. 13864
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Wang, X.1
Leow, D.2
Yu, J.-Q.3
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75
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0001538186
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see: Grushin, V. V.; Marshall, W. J.; Thorn, D. L. Adv. Synth. Catal. 2001, 343, 161.
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(2001)
Adv. Synth. Catal.
, vol.343
, pp. 161
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Grushin, V.V.1
Marshall, W.J.2
Thorn, D.L.3
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