-
1
-
-
20544450502
-
-
2nd ed, Eds, A. de Meijere, F. Diederich, Wiley-VCH, Weinheim
-
a) Metal-Catalyzed Cross-Coupling Reactions, Vol. 1-2, 2nd ed. (Eds.: A. de Meijere, F. Diederich), Wiley-VCH, Weinheim, 2004;
-
(2004)
Metal-Catalyzed Cross-Coupling Reactions
, vol.1-2
-
-
-
2
-
-
0003779363
-
-
2nd ed, Wiley-VCH, Weinheim
-
b) M. Beller, C. Bolm, Transition Metals for Organic Synthesis Building Blocks and Fine Chemicals, Vol. 1-2, 2nd ed., Wiley-VCH, Weinheim, 2004;
-
(2004)
Transition Metals for Organic Synthesis Building Blocks and Fine Chemicals
, vol.1-2
-
-
Beller, M.1
Bolm, C.2
-
4
-
-
0036589259
-
-
d) J. Hassan, M. Sévignon, C. Gozzi, E. Schulz, M. Lemaire, 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
-
8
-
-
34249104674
-
-
h) A. Roglans, A. Pla-Quintana, M. Moreno-Manas, Chem. Rev. 2006, 106, 4622.
-
(2006)
Chem. Rev
, vol.106
, pp. 4622
-
-
Roglans, A.1
Pla-Quintana, A.2
Moreno-Manas, M.3
-
9
-
-
54049099439
-
-
A. O. King, N. Yasuda in Organometallics in Process Chemistry (Ed.: R. D. Larsen), Springer, Berlin, 2004, pp. 205-246, and references therein;
-
a) A. O. King, N. Yasuda in Organometallics in Process Chemistry (Ed.: R. D. Larsen), Springer, Berlin, 2004, pp. 205-246, and references therein;
-
-
-
-
11
-
-
17144421373
-
-
Ed, D. Astruc, Wiley-VCH, Weinheim
-
c) A. Suzuki in Modern Arene Chemistry (Ed.: D. Astruc), Wiley-VCH, Weinheim, 2002, pp. 53-106;
-
(2002)
Modern Arene Chemistry
, pp. 53-106
-
-
Suzuki, A.1
-
13
-
-
0013319981
-
-
For a review on aryl chloride couplings, see
-
For a review on aryl chloride couplings, see: A. F. Littke, G. C. Fu, Angew. Chem. 2002, 114, 4350;
-
(2002)
Angew. Chem
, vol.114
, pp. 4350
-
-
Littke, A.F.1
Fu, G.C.2
-
15
-
-
0742269474
-
-
For mechanistic studies on oxidative addition with aryl tosylates, see
-
For mechanistic studies on oxidative addition with aryl tosylates, see: A. H. Roy, J. F. Hartwig, Organometallics 2004, 23, 194.
-
(2004)
Organometallics
, vol.23
, pp. 194
-
-
Roy, A.H.1
Hartwig, J.F.2
-
16
-
-
0000894049
-
-
For nickel-catalyzed Suzuki-Miyaura cross-coupling of aryl tosylates, see: a
-
For nickel-catalyzed Suzuki-Miyaura cross-coupling of aryl tosylates, see: a) D. Zim, V. R. Lando, J. Dupont, A. L. Monteiro, Org. Lett. 2001, 3, 3049;
-
(2001)
Org. Lett
, vol.3
, pp. 3049
-
-
Zim, D.1
Lando, V.R.2
Dupont, J.3
Monteiro, A.L.4
-
18
-
-
54049153829
-
-
see ref, 10a
-
c) see ref. [10a].
-
-
-
-
19
-
-
0141843609
-
-
For aryl tosylate substrates, Suzuki coupling, see: a
-
For aryl tosylate substrates, Suzuki coupling, see: a) H. N. Nguyen, X. Huang, S. L. Buchwald, J. Am. Chem. Soc. 2003, 125, 11818;
-
(2003)
J. Am. Chem. Soc
, vol.125
, pp. 11818
-
-
Nguyen, H.N.1
Huang, X.2
Buchwald, S.L.3
-
20
-
-
36649030584
-
-
b) L. Zhang, T. Meng, J. Wu, J. Org. Chem. 2007, 72, 9346;
-
(2007)
J. Org. Chem
, vol.72
, pp. 9346
-
-
Zhang, L.1
Meng, T.2
Wu, J.3
-
21
-
-
0038637129
-
-
for Kumada couplings, see: c A. H. Roy, J. F. Hartwig, J. Am. Chem. Soc. 2003, 125, 8704;
-
for Kumada couplings, see: c) A. H. Roy, J. F. Hartwig, J. Am. Chem. Soc. 2003, 125, 8704;
-
-
-
-
22
-
-
27744438076
-
-
d) M. E. Limmert, A. H. Roy, J. F. Hartwig, J. Org. Chem. 2005, 70, 9364;
-
(2005)
J. Org. Chem
, vol.70
, pp. 9364
-
-
Limmert, M.E.1
Roy, A.H.2
Hartwig, J.F.3
-
25
-
-
0038579438
-
-
for Buchwald-Hartwig C-N coupling, see: f X. Huang, K. W. Anderson, D. Zim, L. Jiang, A. Klapars, S. L. Buchwald, J. Am. Chem. Soc. 2003, 125, 6653;
-
for Buchwald-Hartwig C-N coupling, see: f) X. Huang, K. W. Anderson, D. Zim, L. Jiang, A. Klapars, S. L. Buchwald, J. Am. Chem. Soc. 2003, 125, 6653;
-
-
-
-
27
-
-
54049119056
-
-
for Sonogashira coupling using activated ArOTs, see: h D. Gelman, S. L. Buchwald, Angew. Chem. 2003, 115, 6175;
-
for Sonogashira coupling using activated ArOTs, see: h) D. Gelman, S. L. Buchwald, Angew. Chem. 2003, 115, 6175;
-
-
-
-
29
-
-
33644515285
-
-
for C-S bond formation (one substrate example), see: i) M. A. Fernández-Rodríguez, Q. Shen, J. F. Hartwig, J. Am. Chem. Soc. 2006, 128, 2180;
-
for C-S bond formation (one substrate example), see: i) M. A. Fernández-Rodríguez, Q. Shen, J. F. Hartwig, J. Am. Chem. Soc. 2006, 128, 2180;
-
-
-
-
30
-
-
40949154756
-
-
for carbonylation, see: j
-
for carbonylation, see: j) R. H. Munday, J. R. Martinelli, S. L. Buchwald, J. Am. Chem. Soc. 2008, 130, 2754.
-
(2008)
J. Am. Chem. Soc
, vol.130
, pp. 2754
-
-
Munday, R.H.1
Martinelli, J.R.2
Buchwald, S.L.3
-
31
-
-
28044437338
-
-
For alkenyl tosylate substrates, Suzuki coupling, see: a
-
For alkenyl tosylate substrates, Suzuki coupling, see: a) D. Steinhuebel, J. M. Baxter, M. Palucki, I.W. Davies, J. Org. Chem. 2005, 70, 10124;
-
(2005)
J. Org. Chem
, vol.70
, pp. 10124
-
-
Steinhuebel, D.1
Baxter, J.M.2
Palucki, M.3
Davies, I.W.4
-
32
-
-
18244388691
-
-
for Buchwald-Hartwig amidation, see: b A. Klapars, K. R. Campos, C.-y. Chen, R. P. Volante, Org. Lett. 2005, 7, 1185;
-
for Buchwald-Hartwig amidation, see: b) A. Klapars, K. R. Campos, C.-y. Chen, R. P. Volante, Org. Lett. 2005, 7, 1185;
-
-
-
-
33
-
-
29444454465
-
-
for Heck coupling, see: c A. L. Hansen, T. Skrydstrup, Org. Lett. 2005, 7, 5585;
-
for Heck coupling, see: c) A. L. Hansen, T. Skrydstrup, Org. Lett. 2005, 7, 5585;
-
-
-
-
34
-
-
34250705859
-
-
d) A. L. Hansen, J.-P. Ebran, M. Ahlquist, P.-O. Norrby, T. Skrydstrup, Angew. Chem. 2006, 118, 3427;
-
(2006)
Angew. Chem
, vol.118
, pp. 3427
-
-
Hansen, A.L.1
Ebran, J.-P.2
Ahlquist, M.3
Norrby, P.-O.4
Skrydstrup, T.5
-
36
-
-
0000345787
-
-
For Josiphos ligand, see
-
For Josiphos ligand, see: A. Togni, C. Breutel, A. Schnyder, F. Spindler, H. Landert, A. Tigani, J. Am. Chem. Soc. 1994, 116, 4062.
-
(1994)
J. Am. Chem. Soc
, vol.116
, pp. 4062
-
-
Togni, A.1
Breutel, C.2
Schnyder, A.3
Spindler, F.4
Landert, H.5
Tigani, A.6
-
37
-
-
54049093032
-
-
a=-14.9). Ionization Constants of Organic Acids in Solution, (Eds.: E. P. Serjeant, B. Dempsey), Pergamon, Oxford, UK, 1979 (IUPAC Chemical Data Series No. 23).
-
a=-14.9). Ionization Constants of Organic Acids in Solution, (Eds.: E. P. Serjeant, B. Dempsey), Pergamon, Oxford, UK, 1979 (IUPAC Chemical Data Series No. 23).
-
-
-
-
38
-
-
2442441967
-
-
Palladium-catalyzed mesylate coupling reactions have been sporadically studied (only one report on such C-C bond formations has appeared to date, see reference [6 j]). However, nickel-catalyzed mesylate couplings have been widely reported, see: a) V. Percec, G. M. Golding, J. Smidrkal, O. Weichold, J. Org. Chem. 2004, 69, 3447;
-
Palladium-catalyzed mesylate coupling reactions have been sporadically studied (only one report on such C-C bond formations has appeared to date, see reference [6 j]). However, nickel-catalyzed mesylate couplings have been widely reported, see: a) V. Percec, G. M. Golding, J. Smidrkal, O. Weichold, J. Org. Chem. 2004, 69, 3447;
-
-
-
-
39
-
-
33746055935
-
-
b) V. Percec, J.-Y. Bae, D. H. Hill, J. Org. Chem. 1995, 60, 1060;
-
(1995)
J. Org. Chem
, vol.60
, pp. 1060
-
-
Percec, V.1
Bae, J.-Y.2
Hill, D.H.3
-
40
-
-
33751155450
-
-
c) V. Percec, J.-Y. Bae, D. H. Hill, J. Org. Chem. 1995, 60, 1066;
-
(1995)
J. Org. Chem
, vol.60
, pp. 1066
-
-
Percec, V.1
Bae, J.-Y.2
Hill, D.H.3
-
41
-
-
0000073247
-
-
d) V. Percec, J.-Y. Bae, D. H. Hill, J. Org. Chem. 1995, 60, 6895;
-
(1995)
J. Org. Chem
, vol.60
, pp. 6895
-
-
Percec, V.1
Bae, J.-Y.2
Hill, D.H.3
-
42
-
-
0032558595
-
-
e) M. Ueda, A. Saitoh, S. Oh-tani, N. Miyaura, Tetrahedron 1998, 54, 13079;
-
(1998)
Tetrahedron
, vol.54
, pp. 13079
-
-
Ueda, M.1
Saitoh, A.2
Oh-tani, S.3
Miyaura, N.4
-
44
-
-
54049101334
-
-
C. M. So, Z. Zhou, C. P. Lau, F. Y. Kwong, Angew. Chem. 2008, 120, 6502;
-
(2008)
Angew. Chem
, vol.120
, pp. 6502
-
-
So, C.M.1
Zhou, Z.2
Lau, C.P.3
Kwong, F.Y.4
-
48
-
-
34547203012
-
-
For our recent study on indole-type aminophosphane (N-P-bound) ligands, see: C. M. So, C. P. Lau, F. Y. Kwong, Org. Lett. 2007, 9, 2795.
-
For our recent study on indole-type aminophosphane (N-P-bound) ligands, see: C. M. So, C. P. Lau, F. Y. Kwong, Org. Lett. 2007, 9, 2795.
-
-
-
-
49
-
-
3042819291
-
-
For pap-related ligands, see: a
-
For pap-related ligands, see: a) F. Rataboul, A. Zapf, R. Jackstell, S. Harkal, T. Riermeier, A. Monsees, U. Dingerdissen, M. Beller, Chem. Eur. J. 2004, 10, 2983;
-
(2004)
Chem. Eur. J
, vol.10
, pp. 2983
-
-
Rataboul, F.1
Zapf, A.2
Jackstell, R.3
Harkal, S.4
Riermeier, T.5
Monsees, A.6
Dingerdissen, U.7
Beller, M.8
-
51
-
-
0004105617
-
-
For general indole syntheses, see:, Wiley, New York
-
For general indole syntheses, see: B. Robinson, The Fischer Indole Synthesis, Wiley, New York, 1982.
-
(1982)
The Fischer Indole Synthesis
-
-
Robinson, B.1
-
52
-
-
0034712156
-
-
3 is oxidized in air within 2 h, see: a) J. P. Wolfe, H. Tomori, J. P. Sadighi, J. Yin, S. L. Buchwald, J. Org. Chem. 2000, 65, 1158;
-
3 is oxidized in air within 2 h, see: a) J. P. Wolfe, H. Tomori, J. P. Sadighi, J. Yin, S. L. Buchwald, J. Org. Chem. 2000, 65, 1158;
-
-
-
-
53
-
-
34247486915
-
-
for a recent study on the phosphane oxide formation, see: b
-
for a recent study on the phosphane oxide formation, see: b) T. E. Barder, S. L. Buchwald, J. Am. Chem. Soc. 2007, 129, 5096.
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 5096
-
-
Barder, T.E.1
Buchwald, S.L.2
-
54
-
-
54049123953
-
-
A series of competitive test experiments were performed to show ArOMs is a less reactive substrate than ArOTs for coupling reactions. In reaction with 0.2 mol% of Pd/L2 at 110°C for 20 h, over 99% conversion of tBuC6H4OTs and only 18% conversion of tBuC6H4OMs were detected, as compared by GC-FID and GC-MS analyses
-
4OMs were detected, as compared by GC-FID and GC-MS analyses.
-
-
-
-
55
-
-
34248385279
-
-
For a review describing organotrifluoroborate salts in coupling reactions, see
-
For a review describing organotrifluoroborate salts in coupling reactions, see: G. A. Molander, N. Ellis, Acc. Chem. Res. 2007, 40, 275.
-
(2007)
Acc. Chem. Res
, vol.40
, pp. 275
-
-
Molander, G.A.1
Ellis, N.2
-
56
-
-
0037031625
-
-
a) R. Kuwano, M. Utsonomiya, J. F. Hartwig, J. Org. Chem. 2002, 67, 6479;
-
(2002)
J. Org. Chem
, vol.67
, pp. 6479
-
-
Kuwano, R.1
Utsonomiya, M.2
Hartwig, J.F.3
-
57
-
-
0242392825
-
-
b) A. Schnyder, A. F. Indolese, M. Studer, H. Blaser, Angew. Chem. 2002, 114, 3820;
-
(2002)
Angew. Chem
, vol.114
, pp. 3820
-
-
Schnyder, A.1
Indolese, A.F.2
Studer, M.3
Blaser, H.4
-
59
-
-
0035861768
-
-
c) G. Y. Li, G. Zheng, A. F. Noonan, J. Org. Chem. 2001, 66, 8677;
-
(2001)
J. Org. Chem
, vol.66
, pp. 8677
-
-
Li, G.Y.1
Zheng, G.2
Noonan, A.F.3
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