-
1
-
-
0003979828
-
-
Academic Press, San Diego
-
a) R. J. Sundberg, Indoles, Academic Press, San Diego, 1996;
-
(1996)
Indoles
-
-
Sundberg, R.J.1
-
3
-
-
84869054128
-
-
c) V. A. Peshkov, O. P. Pereshivko, E. V. V. Eycken, Adv. Synth. Catal. 2012, 354, 2841;
-
(2012)
Adv. Synth. Catal
, vol.354
, pp. 2841
-
-
Peshkov, V.A.1
Pereshivko E, O.P.2
Eycken, V.V.3
-
10
-
-
74549178746
-
-
For selected recent reviews about C - H bond function-alizations, see: a) C. L. Sun, B. J. Li, Z. J. Shi, 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
-
-
84868355670
-
-
e) P. B. Arockiam, C. Bru-neau, P. H. Dixneuf, Chem. Rev. 2012, 112, 5879;
-
(2012)
Chem. Rev
, vol.112
, pp. 5879
-
-
Arockiam, P.B.1
Bru-Neau, C.2
Dixneuf, P.H.3
-
15
-
-
84871959662
-
-
f) N. Kuhl, M. N. Hopkinson, J. Wencel-Delord, F. Glorius, Angew. Chem. 2012, 124, 10382;
-
(2012)
Angew. Chem
, vol.124
, pp. 10382
-
-
Kuhl, N.1
Hopkinson, M.N.2
Wencel-Delord, J.3
Glorius, F.4
-
18
-
-
79959744411
-
-
For selected examples of the direct arylation of indole after 2009, see: a) L. Ackermann, A. V. Lygin, Org. Lett. 2011, 13, 3332;
-
(2011)
Org. Lett
, vol.13
, pp. 3332
-
-
Ackermann, L.1
Lygin, A.V.2
-
19
-
-
80054935566
-
-
b) Y. Huang, Z. Lin, R. Cao, Chem. Eur. J. 2011,17, 12706;
-
(2011)
Chem. Eur. J
, vol.17
, pp. 12706
-
-
Huang, Y.1
Lin, Z.2
Cao, R.3
-
20
-
-
84867733060
-
-
c) D. Nandi, Y. M. Jhou, J. Y. Lee, B. C. Kuo, C. Y. Liu, P. W. Huang, H. M. Lee, J. Org. Chem. 2012, 77, 9384;
-
(2012)
J. Org. Chem
, vol.77
, pp. 9384
-
-
Nandi, D.1
Jhou, Y.M.2
Lee, J.Y.3
Kuo, B.C.4
Liu, C.Y.5
Huang, P.W.6
Lee, H.M.7
-
21
-
-
84875925470
-
-
d) L. Yu, P. Li, L. Wang, Chem. Commun. 2013, 49, 2368;
-
(2013)
Chem. Commun
, vol.49
, pp. 2368
-
-
Yu, L.1
Li, P.2
Wang, L.3
-
25
-
-
0028931481
-
-
b) Y. Yokoyama, T. Matsumoto, Y. Murakami, J. Org. Chem. 1995, 60, 1486;
-
(1995)
J. Org. Chem
, vol.60
, pp. 1486
-
-
Yokoyama, Y.1
Matsumoto, T.2
Murakami, Y.3
-
26
-
-
33745660522
-
-
c) Y. Nakao, K. S. Kanyiva, S. Oda, T. Hiyama, J. Am. Chem. Soc. 2006, 128, 8146.
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 8146
-
-
Nakao, Y.1
Kanyiva, K.S.2
Oda, S.3
Hiyama, T.4
-
27
-
-
84865755847
-
-
For selected examples on the C-2 alkenylation of indoles with alkynes, see: a) Z. Ding, N. Yoshikai, Angew. Chem. 2012, 124, 4776;
-
(2012)
Angew. Chem
, vol.124
, pp. 4776
-
-
Ding, Z.1
Yoshikai, N.2
-
29
-
-
34547830422
-
-
b) K. S. Kanyiva, Y. Nakao, T. Hiyama, Heterocycles 2007, 72, 677;
-
(2007)
Heterocycles
, vol.72
, pp. 677
-
-
Kanyiva, K.S.1
Nakao, Y.2
Hiyama, T.3
-
30
-
-
77952573385
-
-
c) D. J. Schipper, M. Hutch-inson, K. Fagnou, J. Am. Chem. Soc. 2010,132, 6910.
-
(2010)
J. Am. Chem. Soc
, vol.132
, pp. 6910
-
-
Schipper, D.J.1
Hutch-Inson, M.2
Fagnou, K.3
-
31
-
-
33645305026
-
-
For reported examples on the C-2 alkenylation of indoles with alkenes, see: a) N. P. Grimster, C. Gauntlett, C. R. A. Godfrey, M. J. Gaunt, Angew. Chem. 2005, 117, 3185;
-
(2005)
Angew. Chem
, vol.117
, pp. 3185
-
-
Grimster, N.P.1
Gauntlett, C.2
Godfrey, C.R.A.3
Gaunt, M.J.4
-
33
-
-
17444430801
-
-
b) E. Capito, J. M. Brown, A. Ricci, Chem. Commun. 2005, 14, 1854;
-
(2005)
Chem. Commun
, vol.14
, pp. 1854
-
-
Capito, E.1
Brown, J.M.2
Ricci, A.3
-
34
-
-
45549084430
-
-
c) A. Maehara, H. Tsurugi, T. Satoh, M. Miura, Org. Lett. 2008, 10, 1159;
-
(2008)
Org. Lett
, vol.10
, pp. 1159
-
-
Maehara, A.1
Tsurugi, H.2
Satoh, T.3
Miura, M.4
-
35
-
-
77955837658
-
-
d) A. García-Rubia, B. Urones, R. Gomez Arrayás, J. C. Carretero, Chem. Eur. J. 2010, 16, 9676;
-
(2010)
Chem. Eur. J
, vol.16
, pp. 9676
-
-
García-Rubia, A.1
Urones, B.2
Gomez Arrayás, R.3
Carretero, J.C.4
-
36
-
-
76549100887
-
-
e) A. García-Rubia, R. Gómez Arrayás, J. C. Carretero, Angew. Chem. 2009, 121, 6633;
-
(2009)
Angew. Chem
, vol.121
, pp. 6633
-
-
García-Rubia, A.1
Gómez Arrayás, R.2
Carretero, J.C.3
-
39
-
-
77957204974
-
-
For recent and selected reviews, see: a) T. Satoh, M. Miura, Chem. Eur. J. 2010,16, 11212;
-
(2010)
Chem. Eur. J
, vol.16
, pp. 11212
-
-
Satoh, T.1
Miura, M.2
-
41
-
-
80054728269
-
-
c) S. H. Cho, J. Y. Kim, J. Kwak, S. Chang, Chem. Soc. Rev. 2011, 40, 5068;
-
(2011)
Chem. Soc. Rev
, vol.40
, pp. 5068
-
-
Cho, S.H.1
Kim, J.Y.2
Kwak, J.3
Chang, S.4
-
44
-
-
78650392307
-
-
For recent and representative examples on metal-catalyzed C - H functionalization, see: a) J. Chen, G. Song, C. L. Pan, X. Li, 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
-
45
-
-
77951788947
-
-
b) K. Mori-moto, K. Hirano, T. Satoh, M. Miura, Org. Lett. 2010, 12, 2068;
-
(2010)
Org. Lett
, vol.12
, pp. 2068
-
-
Mori-Moto, K.1
Hirano, K.2
Satoh, T.3
Miura, M.4
-
47
-
-
79955369932
-
-
d) M. P. Huestis, L. Chan, D. R. Stuart, K. Fagnou, Angew. Chem. 2011, 123, 1374;
-
(2011)
Angew. Chem
, vol.123
, pp. 1374
-
-
Huestis, M.P.1
Chan, L.2
Stuart, D.R.3
Fagnou, K.4
-
49
-
-
84873374545
-
-
e) J. Ryu, K. Shin, S. H. Park, J. Y. Kim, S. Chang, Angew. Chem. 2012, 124, 10042;
-
(2012)
Angew. Chem
, vol.124
, pp. 10042
-
-
Ryu, J.1
Shin, K.2
Park, S.H.3
Kim, J.Y.4
Chang, S.5
-
51
-
-
84869073285
-
-
f) Y. Yang, B. Zhou, Y. Li, Adv. Synth. Catal. 2012, 354, 2916;
-
(2012)
Adv. Synth. Catal
, vol.354
, pp. 2916
-
-
Yang, Y.1
Zhou, B.2
Li, Y.3
-
52
-
-
84856694580
-
-
g) L. Ackermann, J. Pospech, K. Graczyk, K. Rauch, Org. Lett. 2012, 14, 930;
-
(2012)
Org. Lett
, vol.14
, pp. 930
-
-
Ackermann, L.1
Pospech, J.2
Graczyk, K.3
Rauch, K.4
-
53
-
-
84860621093
-
-
h) K. D. Hesp, R. G. Bergman, J. A. Ellman, Org. Lett. 2012, 14, 2304;
-
(2012)
Org. Lett
, vol.14
, pp. 2304
-
-
Hesp, K.D.1
Bergman, R.G.2
Ellman, J.A.3
-
54
-
-
84883121326
-
-
i) Z. Shi, D. C. Koester, M. Boultadakis-Arapinis, F. Glorius, J. Am. Chem. Soc. 2013,135, 12204.
-
(2013)
J. Am. Chem. Soc
, vol.135
, pp. 12204
-
-
Shi, Z.1
Koester, D.C.2
Boultadakis-Arapinis, M.3
Glorius, F.4
-
55
-
-
84893966463
-
-
ref.[7a]
-
For selected examples on metal-catalyzed C - H functionalization of indoles by using N-(2-pyrimidyl) as the directing group, see ref.[7a]
-
-
-
-
56
-
-
84868148835
-
-
a) J. Shi, B. Zhou, Y. Yang, Y. Li, Org. Biomol. Chem. 2012, 10, 8953;
-
(2012)
Org. Biomol. Chem
, vol.10
, pp. 8953
-
-
Shi, J.1
Zhou, B.2
Yang, Y.3
Li, Y.4
-
58
-
-
84880955841
-
-
c) B. Punji, W. Song, G. A. Shevchenko, L. Ackermann, Chem. Eur. J. 2013,19, 10605.
-
(2013)
Chem. Eur. J
, vol.19
, pp. 10605
-
-
Punji, B.1
Song, W.2
Shevchenko, G.A.3
Ackermann, L.4
-
59
-
-
84860375845
-
-
For selected examples on metal-catalyzed C - H functionalization of indoles by using N - (CH3)2 - NCO as the directing group, see: a) B. Zhou, Y. Yang, Y. Li, Chem. Commun. 2012, 48, 5163;
-
(2012)
Chem. Commun
, vol.48
, pp. 5163
-
-
Zhou, B.1
Yang, Y.2
Li, Y.3
-
60
-
-
84875704569
-
-
b) B. Zhou, Y. Yang, S. Lin, Y. Li, Adv. Synth. Catal. 2013, 355, 360;
-
(2013)
Adv. Synth. Catal
, vol.355
, pp. 360
-
-
Zhou, B.1
Yang, Y.2
Lin, S.3
Li, Y.4
-
61
-
-
84885440617
-
-
c) M. Kim, J. Park, S. Sharma, S. Han, S. H. Han, J. H. Kwak, Y H. Jung, I. S. Kim, Org. Biomol. Chem. 2013, 11, 7427.
-
(2013)
Org. Biomol. Chem
, vol.11
, pp. 7427
-
-
Kim, M.1
Park, J.2
Sharma, S.3
Han, S.4
Han, S.H.5
Kwak, J.H.6
Jung, Y.H.7
Kim, I.S.8
-
62
-
-
13244286869
-
-
For instance, see: a) P. S. Baran, J. M. Richter, D. W. Lin, Angew. Chem. 2005, 117, 615;
-
(2005)
Angew. Chem
, vol.117
, pp. 615
-
-
Baran, P.S.1
Richter, J.M.2
Lin, D.W.3
-
64
-
-
17744378379
-
-
b) N. K. Garg, D. D. Caspii, B. M. Stoltz, J. Am. Chem. Soc. 2005, 127, 5970;
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 5970
-
-
Garg, N.K.1
Caspii, D.D.2
Stoltz, B.M.3
-
67
-
-
84893957581
-
-
refs.[5a,7a,11a,11b] and the Supporting Information
-
For the deprotection procedure, see refs.[5a,7a,11a,11b] and the Supporting Information.
-
-
-
-
68
-
-
0342554067
-
-
For selected examples of natural product Trp-P-2, see: a) N. Matsuura, T. Kawachi, K. Morino, H. Ohgaki, T. Sugimura, S. Takayama, Science 1981, 213, 246;
-
(1981)
Science
, vol.213
, pp. 246
-
-
Matsuura, N.1
Kawachi, T.2
Morino, K.3
Ohgaki, H.4
Sugimura, T.5
Takayama, S.6
-
69
-
-
0000573745
-
-
b) S. Hibino, E. Sugino, T. Kuwada, N. Oguru, K. Sato, T. Choshi, J. Org. Chem. 1992, 57, 5917.
-
(1992)
J. Org. Chem
, vol.57
, pp. 5917
-
-
Hibino, S.1
Sugino, E.2
Kuwada, T.3
Oguru, N.4
Sato, K.5
Choshi, T.6
-
70
-
-
84893952922
-
-
WO Patent WO2007019675
-
For selected examples of potent drug MK-7246, see: a) indole derivatives as CRTH2 receptor antagonists: Z. Wang, WO Patent WO2007019675, 2007;
-
(2007)
-
-
Wang, Z.1
-
71
-
-
84893925411
-
-
WO Patent WO2010031182;
-
Z. Wang, WO Patent WO2010031182;
-
-
-
Wang, Z.1
-
72
-
-
78651341515
-
-
b) F. G. Gervais, N. Sawyer, R. Stocco, M. Hamel, C. Krawczyk, S. Sillaots, D. Denis, E. Wong, Z. Wang, M. Gallant, W M. Abraham, D. Slipetz, M. A. Crackower, G. P. O'Neill, Mol. Pharmacol. 2011, 79, 69;
-
(2011)
Mol. Pharmacol
, vol.79
, pp. 69
-
-
Gervais, F.G.1
Sawyer, N.2
Stocco, R.3
Hamel, M.4
Krawczyk, C.5
Sillaots, S.6
Denis, D.7
Wong, E.8
Wang, Z.9
Gallant, M.10
Abraham, W.M.11
Slipetz, D.12
Crackower, M.A.13
O'Neill, G.P.14
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