-
1
-
-
52049105452
-
-
Surry, D.; Buchwald, S. Angew. Chem., Int. Ed 2008, 47, 6338-6361
-
(2008)
Angew. Chem., Int. Ed
, vol.47
, pp. 6338-6361
-
-
Surry, D.1
Buchwald, S.2
-
3
-
-
77949593456
-
-
For a review, see: Guillena, G.; Ramón, D. J.; Yus, M. Chem. Rev. 2010, 110, 1611-1641
-
(2010)
Chem. Rev.
, vol.110
, pp. 1611-1641
-
-
Guillena, G.1
Ramón, D.J.2
Yus, M.3
-
4
-
-
65149094475
-
-
Lebel, L.; Tunucci, D.; Valentine, J.; Lowe, J. A., III; Hou, X.; Schmidt, C.; David Tingley, F., III; McHardy, S.; Kalman, M.; DeNinno, S.; Sanner, M.; Ward, K. Bioorg. Med. Chem. Lett. 2009, 19, 2974-2976
-
(2009)
Bioorg. Med. Chem. Lett.
, vol.19
, pp. 2974-2976
-
-
Lebel, L.1
Tunucci, D.2
Valentine, J.3
Lowe III, J.A.4
Hou, X.5
Schmidt, C.6
Tingley, I.F.D.7
McHardy, S.8
Kalman, M.9
Deninno, S.10
Sanner, M.11
Ward, K.12
-
6
-
-
0003154786
-
-
Brighty, K.; Castaldi, M. Synlett 1996, 1097-1099. We utilized a different route to prepare 2 to facilitate safe execution on scale. See the Supporting Information
-
(1996)
Synlett
, pp. 1097-1099
-
-
Brighty, K.1
Castaldi, M.2
-
7
-
-
79957698619
-
-
A recent report (Roughley, S. D.; Jordan, A. M. J. Med. Chem. 2011, 54, 3451-3479) analyzing the types of reactions utilized in current medicinal chemistry publications has found that ca. 65% of all transformations are bond-forming processes, and of those, over 80% are C-N bond-forming reactions, with C-C bond-forming reactions a distant second at 15%. In the direct experience of this author this trend toward late-stage fragment assembly through carbon-heteroatom coupling reactions has become much more prevalent over the past decade
-
(2011)
J. Med. Chem.
, vol.54
, pp. 3451-3479
-
-
Roughley, S.D.1
Jordan, A.M.2
-
9
-
-
0037419344
-
-
For a representative procedure, see: Aurelio, L.; Box, J. S.; Brownlee, R. T. C.; Hughes, A. B.; Sleebs, M. M. J. Org. Chem. 2003, 68, 2652-2667
-
(2003)
J. Org. Chem.
, vol.68
, pp. 2652-2667
-
-
Aurelio, L.1
Box, J.S.2
Brownlee, R.T.C.3
Hughes, A.B.4
Sleebs, M.M.5
-
10
-
-
0028785752
-
-
For an example of a reaction where debenzylation proceeds in the presence of formaldehyde, see: Kende, A. S.; Liu, K.; Brands, K. M. J. J. Am. Chem. Soc. 1995, 117, 10597-10598. It appears that increased catalyst loading is necessary to retain catalytic activity
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 10597-10598
-
-
Kende, A.S.1
Liu, K.2
Brands, K.M.J.3
-
13
-
-
0002834838
-
-
Kim, K. S.; Cho, I. H.; Yoo, B. K.; Song, Y. H.; Hahn, C. S. J. Chem. Soc., Chem. Commun. 1984, 762-763
-
(1984)
J. Chem. Soc., Chem. Commun.
, pp. 762-763
-
-
Kim, K.S.1
Cho, I.H.2
Yoo, B.K.3
Song, Y.H.4
Hahn, C.S.5
-
15
-
-
12644312578
-
-
Mancuso, A. J.; Huang, S.; Swern, D. J. Org. Chem. 1978, 43, 2480-2482
-
(1978)
J. Org. Chem.
, vol.43
, pp. 2480-2482
-
-
Mancuso, A.J.1
Huang, S.2
Swern, D.3
-
17
-
-
0842284067
-
-
For an example preparation of a labeled benzonitrile, see: Matloubi, H.; Shafiee, A.; Saemian, N.; Shirvani, G.; Daha, F. J. J. Labelled Compd. Radiopharm. 2004, 47, 31-36
-
(2004)
J. Labelled Compd. Radiopharm.
, vol.47
, pp. 31-36
-
-
Matloubi, H.1
Shafiee, A.2
Saemian, N.3
Shirvani, G.4
Daha, F.J.5
-
19
-
-
0037463731
-
-
Fujita, K.; Li, Z.; Ozeki, N.; Yamaguchi, R. Tetrahedron Lett. 2003, 44, 2687-2690
-
(2003)
Tetrahedron Lett.
, vol.44
, pp. 2687-2690
-
-
Fujita, K.1
Li, Z.2
Ozeki, N.3
Yamaguchi, R.4
-
20
-
-
72649096505
-
-
and references therein
-
Krische and co-workers have postulated that deprotonation of an iridium(III) hydride by a carbonate base resulting in formation of an iridium(I) species is a key step in the enantioselective coupling between alcohols and allyl nucleophiles. See: Han, S. B.; Kim, I. S.; Krische, M. J. Chem. Commun. 2009, 7278 and references therein
-
(2009)
Chem. Commun.
, pp. 7278
-
-
Han, S.B.1
Kim, I.S.2
Krische, M.J.3
-
22
-
-
38349082294
-
-
Fujita, K.; Enoki, Y.; Yamaguchi, R. Tetrahedron 2008, 64, 1943-1954
-
(2008)
Tetrahedron
, vol.64
, pp. 1943-1954
-
-
Fujita, K.1
Enoki, Y.2
Yamaguchi, R.3
-
23
-
-
77955372133
-
-
Saidi, O.; Blacker, A. J.; Lamb, G. W.; Marsden, S. P.; Taylor, J. E.; Williams, J. M. J. Org. Process Res. Dev 2010, 14, 1046-1049
-
(2010)
Org. Process Res. Dev
, vol.14
, pp. 1046-1049
-
-
Saidi, O.1
Blacker, A.J.2
Lamb, G.W.3
Marsden, S.P.4
Taylor, J.E.5
Williams, J.M.J.6
-
24
-
-
76949104940
-
-
Saidi, O.; Blacker, A. J.; Farah, M. M.; Marsden, S. P.; Williams, J. M. J. Chem. Commun. 2010, 46, 1541-1543
-
(2010)
Chem. Commun.
, vol.46
, pp. 1541-1543
-
-
Saidi, O.1
Blacker, A.J.2
Farah, M.M.3
Marsden, S.P.4
Williams, J.M.J.5
-
25
-
-
70449393481
-
-
Stare, M.; Laniewski, K.; Westermark, A.; Sjögren, M.; Tian, W. Org. Process Res. Dev. 2009, 13, 857-862
-
(2009)
Org. Process Res. Dev.
, vol.13
, pp. 857-862
-
-
Stare, M.1
Laniewski, K.2
Westermark, A.3
Sjögren, M.4
Tian, W.5
-
27
-
-
70349900166
-
-
This process (amine cross-coupling catalyzed by Cp Ir complexes) has been documented by Williams and co-workers. Saidi, O.; Blacker, A. J.; Farah, M. M.; Marsden, S. P.; Williams, J. M. J. Angew. Chem., Int. Ed. 2009, 48, 7375-7378
-
(2009)
Angew. Chem., Int. Ed.
, vol.48
, pp. 7375-7378
-
-
Saidi, O.1
Blacker, A.J.2
Farah, M.M.3
Marsden, S.P.4
Williams, J.M.J.5
-
28
-
-
45449111586
-
-
Balcells and co-workers have conducted a theoretical mechanistic study of this reaction using carbonate as the base. See: Balcells, D.; Nova, A.; Clot, E.; Gnanamgari, D.; Crabtree, R. H.; Eisenstein, O. Organometallics 2008, 27, 2529-2535
-
(2008)
Organometallics
, vol.27
, pp. 2529-2535
-
-
Balcells, D.1
Nova, A.2
Clot, E.3
Gnanamgari, D.4
Crabtree, R.H.5
Eisenstein, O.6
-
29
-
-
77949814122
-
-
2-catalyzed amination of sulfonamides with alcohols, which also proceeds with a catalyst loading of 0.05 mol % Ir. The increased acidity of the sulfonamide is responsible for this catalytic activity and a strong base (KO t -Bu) has been identified to be necessary to facilitate turnover. See: Zhu, M.; Fujita, K.; Yamaguchi, R. Org. Lett. 2010, 12, 1336-1339
-
(2010)
Org. Lett.
, vol.12
, pp. 1336-1339
-
-
Zhu, M.1
Fujita, K.2
Yamaguchi, R.3
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