-
2
-
-
0034684250
-
-
(b) Nicolaou, K. C.; Pfefferkorn, J. A.; Roecker, A. J.; Cao, G.-Q.; Barluenga, S.; Mitchell, H. J. J. Am. Chem. Soc. 2000, 122, 9939.
-
(2000)
J. Am. Chem. Soc
, vol.122
, pp. 9939
-
-
Nicolaou, K.C.1
Pfefferkorn, J.A.2
Roecker, A.J.3
Cao, G.-Q.4
Barluenga, S.5
Mitchell, H.J.6
-
4
-
-
0003979828
-
-
For some recent reviews see: a, Academic Press: San Diego, CA
-
For some recent reviews see: (a) Sundberg, R. J. Indoles; Academic Press: San Diego, CA, 1996.
-
(1996)
Indoles
-
-
Sundberg, R.J.1
-
8
-
-
0010653530
-
-
Thomas, E. J, Ed, Thieme: Stuttgart, Germany
-
(e) Joule, J. A. In Science of Synthesis, Vol. 10; Thomas, E. J., Ed.; Thieme: Stuttgart, Germany, 2000; pp 361.
-
(2000)
Science of Synthesis
, vol.10
, pp. 361
-
-
Joule, J.A.1
-
9
-
-
0034647204
-
-
For some selected recent examples, see: a
-
For some selected recent examples, see: (a) Takeda, A.; Kamijo, S.; Yamamoto, Y. J. Am. Chem. Soc. 2000, 122, 5662.
-
(2000)
J. Am. Chem. Soc
, vol.122
, pp. 5662
-
-
Takeda, A.1
Kamijo, S.2
Yamamoto, Y.3
-
10
-
-
0037176253
-
-
(b) Rutherford, J. L.; Rainka, M. P.; Buchwald, S. L. J. Am. Chem. Soc. 2002, 124, 15168.
-
(2002)
J. Am. Chem. Soc
, vol.124
, pp. 15168
-
-
Rutherford, J.L.1
Rainka, M.P.2
Buchwald, S.L.3
-
11
-
-
0042808535
-
-
(c) Siebeneicher, H.; Bytschkov, I.; Doye, S. Angew. Chem., Int. Ed. 2003, 42, 3042.
-
(2003)
Angew. Chem., Int. Ed
, vol.42
, pp. 3042
-
-
Siebeneicher, H.1
Bytschkov, I.2
Doye, S.3
-
14
-
-
34250351331
-
-
(f) Ohno, H.; Ohta, Y.; Oishi, S.; Fujii, N. Angew. Chem., Int. Ed. 2007, 46, 2295.
-
(2007)
Angew. Chem., Int. Ed
, vol.46
, pp. 2295
-
-
Ohno, H.1
Ohta, Y.2
Oishi, S.3
Fujii, N.4
-
15
-
-
34249686688
-
-
(g) Cariou, K.; Ronan, B.; Mignani, S.; Fensterbank, L.; Malacria, M. Angew. Chem., Int. Ed. 2007, 46, 1881.
-
(2007)
Angew. Chem., Int. Ed
, vol.46
, pp. 1881
-
-
Cariou, K.1
Ronan, B.2
Mignani, S.3
Fensterbank, L.4
Malacria, M.5
-
16
-
-
41049111009
-
-
(h) Alex, K.; Tillack, A.; Schwarz, N.; Beller, M. Angew. Chem., Int. Ed. 2008, 47, 2304.
-
(2008)
Angew. Chem., Int. Ed
, vol.47
, pp. 2304
-
-
Alex, K.1
Tillack, A.2
Schwarz, N.3
Beller, M.4
-
18
-
-
54049090070
-
-
(j) El Kaim, L.; Gizzi, M.; Grimaud, L. Org. Lett. 2008,10, 3417.
-
(2008)
Org. Lett
, vol.10
, pp. 3417
-
-
El Kaim, L.1
Gizzi, M.2
Grimaud, L.3
-
19
-
-
53849121998
-
-
(k) Cui, S.-L.; Wang, J.; Wang, Y.-G. J. Am. Chem. Soc. 2008, 130, 13526.
-
(2008)
J. Am. Chem. Soc
, vol.130
, pp. 13526
-
-
Cui, S.-L.1
Wang, J.2
Wang, Y.-G.3
-
20
-
-
53249142637
-
-
(l) Wrutz, 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
-
-
Wrutz, S.1
Rakshit, S.2
Neumann, J.J.3
Dröge, T.4
Glorius, F.5
-
21
-
-
0003660996
-
-
For some recent reviews, see: a, Pergamon: Oxford, U.K
-
For some recent reviews, see: (a) Li, J. J.; Gribble, G. W. Palladium in Heterocyclic Chemistry; Pergamon: Oxford, U.K., 2000.
-
(2000)
Palladium in Heterocyclic Chemistry
-
-
Li, J.J.1
Gribble, G.W.2
-
24
-
-
33744870975
-
-
(b) Larock, R. C.; Yum, E. K.; Refvik, M. D. J. Org. Chem. 1998, 63, 7652.
-
(1998)
J. Org. Chem
, vol.63
, pp. 7652
-
-
Larock, R.C.1
Yum, E.K.2
Refvik, M.D.3
-
25
-
-
8744296110
-
-
(c) Shen, M.; Li, G.; Lu, B. Z.; Hossain, A.; Roschangar, F.; Farina, V.; Senanayake, C. H. Org. Lett. 2004, 6, 4129.
-
(2004)
Org. Lett
, vol.6
, pp. 4129
-
-
Shen, M.1
Li, G.2
Lu, B.Z.3
Hossain, A.4
Roschangar, F.5
Farina, V.6
Senanayake, C.H.7
-
28
-
-
12344275854
-
-
(a) Willis, M. C.; Brace, G. N.; Holmes, I. P. Angew. Chem., Int. Ed. 2005, 44, 403.
-
(2005)
Angew. Chem., Int. Ed
, vol.44
, pp. 403
-
-
Willis, M.C.1
Brace, G.N.2
Holmes, I.P.3
-
30
-
-
0347653093
-
-
(a) Thielges, S.; Meddah, E.; Bisseret, P.; Eustache, J. Tetrahedron Lett. 2004, 45, 907.
-
(2004)
Tetrahedron Lett
, vol.45
, pp. 907
-
-
Thielges, S.1
Meddah, E.2
Bisseret, P.3
Eustache, J.4
-
32
-
-
33749021335
-
-
(c) Fayol, A.; Fang, Y.-Q.; Lautens, M. Org. Lett. 2006, 8, 4203.
-
(2006)
Org. Lett
, vol.8
, pp. 4203
-
-
Fayol, A.1
Fang, Y.-Q.2
Lautens, M.3
-
34
-
-
17444414639
-
-
(a) Barluenga, J.; Fernández, M. A.; Aznar, F.; Valdés, C. Chem.-Eur. J. 2005, 11, 2276.
-
(2005)
Chem.-Eur. J
, vol.11
, pp. 2276
-
-
Barluenga, J.1
Fernández, M.A.2
Aznar, F.3
Valdés, C.4
-
35
-
-
38849170566
-
-
(b) Shore, G.; Morin, S.; Debasis, M.; Organ, M. C. Chem.-Eur. J. 2008, 14, 1351.
-
(2008)
Chem.-Eur. J
, vol.14
, pp. 1351
-
-
Shore, G.1
Morin, S.2
Debasis, M.3
Organ, M.C.4
-
36
-
-
38549087936
-
-
(c) Jensen, T.; Pedersen, H.; Bang-Andersen, B.; Madsen, R.; Jørgensen, M. Angew.Chem.,lnt., Ed. 2008, 47, 888.
-
(2008)
Angew.Chem.,lnt., Ed
, vol.47
, pp. 888
-
-
Jensen, T.1
Pedersen, H.2
Bang-Andersen, B.3
Madsen, R.4
Jørgensen, M.5
-
37
-
-
34250736336
-
-
Barluenga, J.; Jimenez-Aquino, A.; Aznar, F.; Valdes, C. Aneew. Chem., Int. Ed. 2007, 46, 1529.
-
Barluenga, J.; Jimenez-Aquino, A.; Aznar, F.; Valdes, C. Aneew. Chem., Int. Ed. 2007, 46, 1529.
-
-
-
-
38
-
-
0000594028
-
-
Edmonson, S. D.; Mastrachio, A.; Parmee, E. R. Org. Lett. 2000, 2, 1109.
-
(2000)
Org. Lett
, vol.2
, pp. 1109
-
-
Edmonson, S.D.1
Mastrachio, A.2
Parmee, E.R.3
-
39
-
-
2942585558
-
-
Mangelinckx, S.; Giubellina, N.; De Kimpe, N. Chem. Rev. 2004, 104, 2353.
-
(2004)
Chem. Rev
, vol.104
, pp. 2353
-
-
Mangelinckx, S.1
Giubellina, N.2
De Kimpe, N.3
-
40
-
-
0030776292
-
-
For some leading references on the α-arylation of carbonyl compounds, see: a
-
For some leading references on the α-arylation of carbonyl compounds, see: (a) Satoh, T.; Kawamura, Y.; 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
Kawamura, Y.2
Miura, M.3
Nomura, M.4
-
42
-
-
0037138675
-
-
Hamada, T.; Chieffi, A.;ÅJ.; Buchwald, S. L. J. Am. Chem. Soc. 2002, 124, 1261.
-
(c) Hamada, T.; Chieffi, A.;ÅJ.; Buchwald, S. L. J. Am. Chem. Soc. 2002, 124, 1261.
-
-
-
-
45
-
-
34948878232
-
-
(f) Martín, R.; Buchwald, S. L. Angew. Chem., Int. Ed. 2007, 46, 7236.
-
(2007)
Angew. Chem., Int. Ed
, vol.46
, pp. 7236
-
-
Martín, R.1
Buchwald, S.L.2
-
46
-
-
41949129532
-
-
(g) Vo, G. D.; Hartwig, J. F. Angew. Chem., Int. Ed. 2008, 47, 2127.
-
(2008)
Angew. Chem., Int. Ed
, vol.47
, pp. 2127
-
-
Vo, G.D.1
Hartwig, J.F.2
-
47
-
-
84925570321
-
-
A more detailed study on the arylation of imines, to provide an interesting synthetic methodology, will be published elsewere
-
A more detailed study on the arylation of imines, to provide an interesting synthetic methodology, will be published elsewere.
-
-
-
-
49
-
-
40749104841
-
-
For a review of the Fischer indole synthesis, see
-
(a) For a review of the Fischer indole synthesis, see: Hughes, D. L. Org. Prep. Proced. Int. 1993, 25, 607.
-
(1993)
Org. Prep. Proced. Int
, vol.25
, pp. 607
-
-
Hughes, D.L.1
-
51
-
-
0032496936
-
-
(c) Wagaw, S.; Yang, B. H.;Buchwald, S. L. J. Am. Chem. Soc. 1998, 120, 6621-6622.
-
(1998)
J. Am. Chem. Soc
, vol.120
, pp. 6621-6622
-
-
Wagaw, S.1
Yang, B.H.2
Buchwald, S.L.3
-
52
-
-
0347123565
-
-
(d) Rosenbaum, C.; Baumhof, P.; Mazitschek, R.; Muller, O.; Giannis, A.; Waldmann, H. Angew. Chem., Int. Ed. 2004, 43, 224.
-
(2004)
Angew. Chem., Int. Ed
, vol.43
, pp. 224
-
-
Rosenbaum, C.1
Baumhof, P.2
Mazitschek, R.3
Muller, O.4
Giannis, A.5
Waldmann, H.6
-
53
-
-
13544258854
-
-
(e) Mun, H.-S.; Ham, W.-H.; Jeong, J.-H. J. Comb. Chem. 2005, 7, 130.
-
(2005)
J. Comb. Chem
, vol.7
, pp. 130
-
-
Mun, H.-S.1
Ham, W.-H.2
Jeong, J.-H.3
-
55
-
-
12444281766
-
-
For previous examples of the cleavage of the t-Bu group in indole derivatives, see: (a) Jones, R. A.; Marriott, M. T. P.; Rosenthal, W. P.; Sepulveda Arques, J. J. Org. Chem. 1980, 45, 4515.
-
For previous examples of the cleavage of the t-Bu group in indole derivatives, see: (a) Jones, R. A.; Marriott, M. T. P.; Rosenthal, W. P.; Sepulveda Arques, J. J. Org. Chem. 1980, 45, 4515.
-
-
-
-
56
-
-
0035991343
-
-
(b) Barnerjee, R.; Basu, C.; Chene, P.; Roy, S. J. Peptide Res. 2002, 60, 88.
-
(2002)
J. Peptide Res
, vol.60
, pp. 88
-
-
Barnerjee, R.1
Basu, C.2
Chene, P.3
Roy, S.4
-
57
-
-
0035611042
-
-
(c) Bundy, G. L.; Banitt, L. S.; Dobrowolski, P. J.; Palmer, J. R.; Schwartz, T. M.; Zimmermann, D. C.; Lipton, M. F.; Mauragis, M. A.; Veley, M. F.; Appell, R. B.; Clouse, R. C.; Daugs, E. D. Org. Process Res. Dev. 2001, 5, 144.
-
(2001)
Org. Process Res. Dev
, vol.5
, pp. 144
-
-
Bundy, G.L.1
Banitt, L.S.2
Dobrowolski, P.J.3
Palmer, J.R.4
Schwartz, T.M.5
Zimmermann, D.C.6
Lipton, M.F.7
Mauragis, M.A.8
Veley, M.F.9
Appell, R.B.10
Clouse, R.C.11
Daugs, E.D.12
-
58
-
-
84925560702
-
-
The reaction of imine 1a with chlorotriflate 14 was examined with the following ligands: tricyclohexylphosphine, 2-dicyclohexylphos-phino-2́-(A,A-dimethylamino)biphenyl (Davephos), 4,5-bis(diphe-nylphosphino)-9,9-dimethylxanthene (Xantphos), and Josiphos. The following commercial complexes of Pd with N-heterocyclic carbenes were also tested: PEPPSI-IPr, PEPPSI-SIPr.
-
The reaction of imine 1a with chlorotriflate 14 was examined with the following ligands: tricyclohexylphosphine, 2-dicyclohexylphos-phino-2́-(A,A-dimethylamino)biphenyl (Davephos), 4,5-bis(diphe-nylphosphino)-9,9-dimethylxanthene (Xantphos), and Josiphos. The following commercial complexes of Pd with N-heterocyclic carbenes were also tested: PEPPSI-IPr, PEPPSI-SIPr.
-
-
-
-
59
-
-
0000777908
-
-
Slow addition had previously been employed in the original procedures for the amination of aryl triflates. See: (a) Louie, J, Driver, M. S, Hamann, B. C, Hartwig, J. F. J. Org. Chem. 1997, 62, 1268
-
Slow addition had previously been employed in the original procedures for the amination of aryl triflates. See: (a) Louie, J.; Driver, M. S.; Hamann, B. C.; Hartwig, J. F. J. Org. Chem. 1997, 62, 1268.
-
-
-
-
61
-
-
0034600318
-
-
Littke, A. F.; Dai, C.; Fu, C. G. J. Am. Chem. Soc. 2000, 122, 4020.
-
(2000)
J. Am. Chem. Soc
, vol.122
, pp. 4020
-
-
Littke, A.F.1
Dai, C.2
Fu, C.G.3
-
64
-
-
0345005012
-
-
With respect to cross-coupling reactions with aryl nonaflates, for Suzuki-Miyaura, see: (a) Blettner, C. G, Konig, W. A, Stenzel, W, Schotten, T. J. Org. Chem. 1999, 64, 3885. For Negishi, see
-
With respect to cross-coupling reactions with aryl nonaflates, for Suzuki-Miyaura, see: (a) Blettner, C. G.; Konig, W. A.; Stenzel, W.; Schotten, T. J. Org. Chem. 1999, 64, 3885. For Negishi, see.
-
-
-
-
65
-
-
0001768002
-
-
For silanol coupling, see
-
(b) Rottlander, M.; Knochel, P. J. Org. Chem. 1998, 63, 203. For silanol coupling, see
-
(1998)
J. Org. Chem
, vol.63
, pp. 203
-
-
Rottlander, M.1
Knochel, P.2
-
66
-
-
0037126205
-
-
For amination, see
-
(c) Denmark, S. E.; Sweis, R. F. Org. Lett. 2002, 4, 3771. For amination, see.
-
(2002)
Org. Lett
, vol.4
, pp. 3771
-
-
Denmark, S.E.1
Sweis, R.F.2
-
67
-
-
0345529047
-
-
(d) Anderson, K. W.; Mendez-Perez, M.; Priego, J.; Buchwald, S. L. J. Org. Chem. 2003, 68, 9563.
-
(2003)
J. Org. Chem
, vol.68
, pp. 9563
-
-
Anderson, K.W.1
Mendez-Perez, M.2
Priego, J.3
Buchwald, S.L.4
-
68
-
-
31144432132
-
-
(e) Tundel, R. E.; Anderson, K. W.; Buchwald, S. L. J. Org. Chem. 2006, 71, 430.
-
(2006)
J. Org. Chem
, vol.71
, pp. 430
-
-
Tundel, R.E.1
Anderson, K.W.2
Buchwald, S.L.3
-
69
-
-
0033948093
-
-
(f) Bolm, C.; Hildebrand, J. P.; Rudolph, J. Synthesis 2000, 7, 911.
-
(2000)
Synthesis
, vol.7
, pp. 911
-
-
Bolm, C.1
Hildebrand, J.P.2
Rudolph, J.3
-
72
-
-
38349078282
-
-
The α-arylation of ketones with aryl triflates has recently been reported (see: Liao, X.; Weng, Z.; Hartwig, J. F. J. Am. Chem. Soc. 2008, 130, 195.), but to the best of our knowledge, aryl nonaflates have not previously been employed in a-arylation reactions.
-
The α-arylation of ketones with aryl triflates has recently been reported (see: Liao, X.; Weng, Z.; Hartwig, J. F. J. Am. Chem. Soc. 2008, 130, 195.), but to the best of our knowledge, aryl nonaflates have not previously been employed in a-arylation reactions.
-
-
-
-
73
-
-
31944441649
-
-
For a recent regioselective synthesis of 6-substituted indoles through the Neber rearrangement, see: (a) Taber, D. F.; Tian, W. J. Am. Chem. Soc. 2006, 128, 1058.
-
For a recent regioselective synthesis of 6-substituted indoles through the Neber rearrangement, see: (a) Taber, D. F.; Tian, W. J. Am. Chem. Soc. 2006, 128, 1058.
-
-
-
-
74
-
-
33745240058
-
-
Menini, L.; Gusevskaya, E. V. Appl. Catal., A 2006, 309, 122.
-
(2006)
Appl. Catal., A
, vol.309
, pp. 122
-
-
Menini, L.1
Gusevskaya, E.V.2
-
75
-
-
0037176253
-
-
For a regioselective synthesis of indoles from o-nitrohalobenzene derivatives, see:Rutherford, J. L.; Rainka, M. P.; Buchwald, S. L. J. Am. Chem. Soc. 2002, 124, 15168.
-
For a regioselective synthesis of indoles from o-nitrohalobenzene derivatives, see:Rutherford, J. L.; Rainka, M. P.; Buchwald, S. L. J. Am. Chem. Soc. 2002, 124, 15168.
-
-
-
-
77
-
-
0033544422
-
-
(b) Wagaw, S.; Yang, B. H.; Buchwald, S. L. J. Am. Chem. Soc. 1999, 121, 10251.
-
(1999)
J. Am. Chem. Soc
, vol.121
, pp. 10251
-
-
Wagaw, S.1
Yang, B.H.2
Buchwald, S.L.3
|