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2
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20544450502
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2nd ed, de Meijere, A, Diederich, F, Eds, Wiley-VCH; Weinheim, Germany
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(b) Jiang, L.; Buchwald, S. L. In Metal-Catalyzed Cross-Coupling Reactions, 2nd ed.; de Meijere, A., Diederich, F., Eds.; Wiley-VCH; Weinheim, Germany, 2004.
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Metal-Catalyzed Cross-Coupling Reactions
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Jiang, L.1
Buchwald, S.L.2
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4
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33645451955
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(a) Marion, N.; Navarro, O.; Mei, J.; Stevens, E. D.; Scott, N. M.; Nolan, S. P. J. Am. Chem. Soc. 2006, 128, 4101.
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Marion, N.1
Navarro, O.2
Mei, J.3
Stevens, E.D.4
Scott, N.M.5
Nolan, S.P.6
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5
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14844330054
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(b) Shen, Q.; Shekhar, S.; Stambuli, J. P.; Hartwig, J. F. Angew. Chem., Int. Ed. 2005, 44, 1371.
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Angew. Chem., Int. Ed
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Shen, Q.1
Shekhar, S.2
Stambuli, J.P.3
Hartwig, J.F.4
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6
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3042819291
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(c) Rataboul, F.; Zapf, A.; Jackstell, R.; Harkal, S.; Riermeier, T.; Monsees, A.; Dingerdissen, U.; Beller, M. Chem. - Eur. J. 2004, 10, 2983.
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Rataboul, F.1
Zapf, A.2
Jackstell, R.3
Harkal, S.4
Riermeier, T.5
Monsees, A.6
Dingerdissen, U.7
Beller, M.8
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7
-
-
0345529047
-
-
Amination of aryl tosylates, benzenesulfonates, and nonaflates are known. See: a
-
Amination of aryl tosylates, benzenesulfonates, and nonaflates are known. See: (a) Anderson, K. W.; Mendez-Perez, M.; Priego, J.; Buchwald, S. L. J. Org. Chem. 2003, 68, 9563.
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J. Org. Chem
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Anderson, K.W.1
Mendez-Perez, M.2
Priego, J.3
Buchwald, S.L.4
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9
-
-
0038579438
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-
(c) Huang, X.; Anderson, K. W.; Zim, D.; Jiang, L.; Klapars, A.; Buchwald, S. L. J. Am. Chem. Soc. 2003, 125, 6653.
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J. Am. Chem. Soc
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, pp. 6653
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Huang, X.1
Anderson, K.W.2
Zim, D.3
Jiang, L.4
Klapars, A.5
Buchwald, S.L.6
-
10
-
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52049100455
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A paper disclosing the amination of aryl mesylates was released after this work was completed. So, C. M.; Zhou, Z.; Lau, C.; Kwong, F. Angew. Chem., Int. Ed. 2008, 47, 6402.
-
A paper disclosing the amination of aryl mesylates was released after this work was completed. So, C. M.; Zhou, Z.; Lau, C.; Kwong, F. Angew. Chem., Int. Ed. 2008, 47, 6402.
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-
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11
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2442441967
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(a) Percec, V.; Golding, G. M.; Smidrkal, J.; Weichold, O. J. Org. Chem. 2004, 69, 3447.
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J. Org. Chem
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Percec, V.1
Golding, G.M.2
Smidrkal, J.3
Weichold, O.4
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12
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40949154756
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(b) Munday, R. H.; Martinelli, J. R.; Buchwald, S. L. J. Am. Chem. Soc. 2008, 130, 2754.
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J. Am. Chem. Soc
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, pp. 2754
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Munday, R.H.1
Martinelli, J.R.2
Buchwald, S.L.3
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13
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35848967589
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Ikawa, T.; Barder, T. E.; Biscoe, M. R.; Buchwald, S. L. J. Am. Chem. Soc. 2007, 129, 13001.
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J. Am. Chem. Soc
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Ikawa, T.1
Barder, T.E.2
Biscoe, M.R.3
Buchwald, S.L.4
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14
-
-
53849100184
-
-
Details of the synthesis of 1 are in the Supporting Information.
-
Details of the synthesis of 1 are in the Supporting Information.
-
-
-
-
15
-
-
44349175441
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Biscoe, M. R.; Fors, B. P.; Buchwald, S. L. J. Am. Chem. Soc. 2008, 130, 6686.
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J. Am. Chem. Soc
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, pp. 6686
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Biscoe, M.R.1
Fors, B.P.2
Buchwald, S.L.3
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17
-
-
0000151617
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(b) Amatore, C.; Carre, E.; Jutand, A.; M'Barki, M. A. Organometallics 1995, 14, 1818.
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(1995)
Organometallics
, vol.14
, pp. 1818
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Amatore, C.1
Carre, E.2
Jutand, A.3
M'Barki, M.A.4
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18
-
-
53849112496
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(c) Fors, B. P.; Krattiger, P.; Strieter, E.; Buchwald, S. L. Org. Lett. 2008, 10, 3505.
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(2008)
Org. Lett
, vol.10
, pp. 3505
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Fors, B.P.1
Krattiger, P.2
Strieter, E.3
Buchwald, S.L.4
-
20
-
-
53849101238
-
-
An extra equivalent of ligand was added to reactions at temperatures above 80°C to help stability. No attempt has been made to minimize the quantity of additional ligand, b Attempts to use primary aliphatic amines or amides in cross-coupling reactions with mesylates have been unsuccessful because of sulfonyl transfer side reactions
-
(a) An extra equivalent of ligand was added to reactions at temperatures above 80°C to help stability. No attempt has been made to minimize the quantity of additional ligand. (b) Attempts to use primary aliphatic amines or amides in cross-coupling reactions with mesylates have been unsuccessful because of sulfonyl transfer side reactions.
-
-
-
-
22
-
-
43949146635
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(a) Shen, Q.; Ogata, T.; Hartwig, J. F. J. Am. Chem. Soc. 2008, 130, 6586.
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(2008)
J. Am. Chem. Soc
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, pp. 6586
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Shen, Q.1
Ogata, T.2
Hartwig, J.F.3
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23
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33749849177
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Anderson, K. W.; Tundel, R. E.; Ikawa, T.; Altman, R. A.; Buchwald, S. L. Angew. Chem., Int. Ed. 2006, 45, 6523.
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Angew. Chem., Int. Ed
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, pp. 6523
-
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Anderson, K.W.1
Tundel, R.E.2
Ikawa, T.3
Altman, R.A.4
Buchwald, S.L.5
-
24
-
-
53849144172
-
-
For these reactions conducted at room temperature, an extra equivalent of 1 was not required in order to create the most stable catalytic system.
-
For these reactions conducted at room temperature, an extra equivalent of 1 was not required in order to create the most stable catalytic system.
-
-
-
-
25
-
-
34948848248
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-
Biscoe, M. R.; Barder, T. E.; Buchwald, S. L. Angew. Chem., Int. Ed. 2007, 46, 7232.
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(2007)
Angew. Chem., Int. Ed
, vol.46
, pp. 7232
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Biscoe, M.R.1
Barder, T.E.2
Buchwald, S.L.3
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26
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33947218517
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-
Cabello-Sanchez, N.; Jean, L.; Maddaluno, J.; Lasne, M.; Rouden, J. J. Org. Chem. 2007, 72, 2030.
-
(2007)
J. Org. Chem
, vol.72
, pp. 2030
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-
Cabello-Sanchez, N.1
Jean, L.2
Maddaluno, J.3
Lasne, M.4
Rouden, J.5
-
28
-
-
53849149175
-
-
Concentrations measured versus an internal standard
-
Concentrations measured versus an internal standard.
-
-
-
-
29
-
-
53849120771
-
-
In particular, the methoxy and isopropyl resonances are diagnostic in this assessment, see Supporting Information
-
In particular, the methoxy and isopropyl resonances are diagnostic in this assessment, see Supporting Information
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-
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