-
3
-
-
77949296143
-
-
PCT Int. Appl, WO 2008139161
-
Reader, J. C.; Ellard, J. M.; Boffey, H.; Taylor, S.; Carr, A. D.; Cherry, M.; Wilson, M.; Owoare, R. B. PCT Int. Appl. 2008, WO 2008139161.
-
(2008)
-
-
Reader, J.C.1
Ellard, J.M.2
Boffey, H.3
Taylor, S.4
Carr, A.D.5
Cherry, M.6
Wilson, M.7
Owoare, R.B.8
-
4
-
-
68949091697
-
-
Smith, A. B.; Liu, Z; Hogan, A. L.; Dalisay, D. S.; Molinski, T. F. Org. Lett. 2009, 11, 3766.
-
(2009)
Org. Lett
, vol.11
, pp. 3766
-
-
Smith, A.B.1
Liu, Z.2
Hogan, A.L.3
Dalisay, D.S.4
Molinski, T.F.5
-
5
-
-
27644574520
-
-
Hughes, R. A.; Thompson, S. P.; Alcaraz, L.; Moody, C. J. J. Am. Chem. Soc. 2005, 127, 15644.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 15644
-
-
Hughes, R.A.1
Thompson, S.P.2
Alcaraz, L.3
Moody, C.J.4
-
7
-
-
5644290625
-
-
Nicolaou, K. C.; Hao, J.; Reddy, M. V.; Rao, P. B.; Rassias, G.; Snyder, S. A.; Huang, X.; Chen, D.; Brenzovich, W. E.; Giuseppone, N.; O'Brate, A.; Giannakakou, P. J. Am. Chem. Soc., 2004, 126, 12897.
-
(2004)
J. Am. Chem. Soc
, vol.126
, pp. 12897
-
-
Nicolaou, K.C.1
Hao, J.2
Reddy, M.V.3
Rao, P.B.4
Rassias, G.5
Snyder, S.A.6
Huang, X.7
Chen, D.8
Brenzovich, W.E.9
Giuseppone, N.10
O'Brate, A.11
Giannakakou, P.12
-
8
-
-
0001544736
-
-
Langille, N. F.; Dakin, L. A.; Panek, J. S. Org. Lett. 2002, 4, 2485-2488.
-
(2002)
Org. Lett
, vol.4
, pp. 2485-2488
-
-
Langille, N.F.1
Dakin, L.A.2
Panek, J.S.3
-
9
-
-
33745520399
-
-
Flegeau, E. F.; Popkin, M. E.; Greaney, M. F. Org. Lett. 2006, 8, 2495.
-
(2006)
Org. Lett
, vol.8
, pp. 2495
-
-
Flegeau, E.F.1
Popkin, M.E.2
Greaney, M.F.3
-
10
-
-
0033524876
-
-
For an earlier methodology involving selective iodination of oxazoles at C4 via lithiation see: Vedejs, E.; Luchetta, L. M. J. Org. Chem. 1999, 64, 1011.
-
For an earlier methodology involving selective iodination of oxazoles at C4 via lithiation see: Vedejs, E.; Luchetta, L. M. J. Org. Chem. 1999, 64, 1011.
-
-
-
-
11
-
-
51649101335
-
-
Flegeau, E. F.; Popkin, M. E.; Greaney, M. F. Org. Lett. 2008, 10, 2717.
-
(2008)
Org. Lett
, vol.10
, pp. 2717
-
-
Flegeau, E.F.1
Popkin, M.E.2
Greaney, M.F.3
-
12
-
-
40149098180
-
-
a) Ohnmacht, S. A.; Mamone, P.; Culshaw, A. J.; Greaney, M. F. Chem. Commun. 2008, 1241-1243.
-
(2008)
Chem. Commun
, pp. 1241-1243
-
-
Ohnmacht, S.A.1
Mamone, P.2
Culshaw, A.J.3
Greaney, M.F.4
-
13
-
-
65249095692
-
-
b) Hichiya, H.; Hirano, K.; Satoh, T.; Miura, M. Org. Lett. 2009, 11, 1737-1740.
-
(2009)
Org. Lett
, vol.11
, pp. 1737-1740
-
-
Hichiya, H.1
Hirano, K.2
Satoh, T.3
Miura, M.4
-
14
-
-
33646456316
-
-
Selective Suzuki couplings of 2,3-dibromo-5-formylpyrroles and dibromopyridines have been reported: (a) Handy, S. T.; Sabatini, J. J. Org. Lett. 2006, 8, 1537-1539.
-
Selective Suzuki couplings of 2,3-dibromo-5-formylpyrroles and dibromopyridines have been reported: (a) Handy, S. T.; Sabatini, J. J. Org. Lett. 2006, 8, 1537-1539.
-
-
-
-
15
-
-
35548962817
-
-
b) Handy, S. T.; Wilson, T.; Muth, A. J. Org. Chem. 2007, 72, 8496-8500.
-
(2007)
J. Org. Chem
, vol.72
, pp. 8496-8500
-
-
Handy, S.T.1
Wilson, T.2
Muth, A.3
-
16
-
-
33746494445
-
-
For a review of the extensive work on cross-coupling reactions of monohaloazoles see
-
For a review of the extensive work on cross-coupling reactions of monohaloazoles see: Schnurch, M.; Flasik, R.; Khan, A. F.; Spina, M.; Mihovilovic, M. D.; Stanetty, P. Eur. J. Org. Chem. 2006, 3283-3307.
-
(2006)
Eur. J. Org. Chem
, pp. 3283-3307
-
-
Schnurch, M.1
Flasik, R.2
Khan, A.F.3
Spina, M.4
Mihovilovic, M.D.5
Stanetty, P.6
-
17
-
-
68949113487
-
-
11 and 2,4-dibromothiazole is C2: Martin, T.; Laguerre, C.; Hoarau, C.; Marsais, F. Org. Lett. 2009, 11, 3690-3693.
-
11 and 2,4-dibromothiazole is C2: Martin, T.; Laguerre, C.; Hoarau, C.; Marsais, F. Org. Lett. 2009, 11, 3690-3693.
-
-
-
-
18
-
-
0043032712
-
-
The preferred site of SNAr on 2,4-dibromothiazoles with thiols is C2: Nicolaou, K. C.; Sasmal, P. K.; Rassias, G.; Reddy, M. V.; Altmann, K.-H.; Wartmann, M.; O'Brate, A.; Giannakakou, P. Angew. Chem., Int. Ed. 2003, 42, 3515-3520.
-
The preferred site of SNAr on 2,4-dibromothiazoles with thiols is C2: Nicolaou, K. C.; Sasmal, P. K.; Rassias, G.; Reddy, M. V.; Altmann, K.-H.; Wartmann, M.; O'Brate, A.; Giannakakou, P. Angew. Chem., Int. Ed. 2003, 42, 3515-3520.
-
-
-
-
19
-
-
33645454183
-
-
1H NMR shifts of the parent non-halogenated compound incorrectly predicts reaction at C2 of 2,4-diiodooxazole and 2,5-dibromo-1-methylimidazole: Handy, S. T.; Zhang, Y. Chem. Commun. 2006, 299-301.
-
1H NMR shifts of the parent non-halogenated compound incorrectly predicts reaction at C2 of 2,4-diiodooxazole and 2,5-dibromo-1-methylimidazole: Handy, S. T.; Zhang, Y. Chem. Commun. 2006, 299-301.
-
-
-
-
20
-
-
77949302144
-
-
All LC-MS ratios were estimated by using the LC area percentage at either 210 or 254 nm.
-
All LC-MS ratios were estimated by using the LC area percentage at either 210 or 254 nm.
-
-
-
-
21
-
-
77949303912
-
-
In the absence of added base, phenylzinc bromide could be coupled with 2,4-diiodoxazole with use of ligand 2 and under otherwise identical conditions, giving similar selectivities to those obtained with phenylboronic acid
-
In the absence of added base, phenylzinc bromide could be coupled with 2,4-diiodoxazole with use of ligand 2 and under otherwise identical conditions, giving similar selectivities to those obtained with phenylboronic acid.
-
-
-
-
22
-
-
77949290600
-
-
2 to form, the bis compound.
-
2 to form, the bis compound.
-
-
-
-
23
-
-
77949293003
-
-
4. It was discovered in subsequent experiments that phosphine-free palladium gave comparable results to palladium with 6.
-
4. It was discovered in subsequent experiments that phosphine-free palladium gave comparable results to palladium with 6.
-
-
-
-
24
-
-
77949290933
-
-
The identity of 5-iodo-1-methyl-2-phenylimidazole was determined solely by LC-MS and showed a very different retention time than its isomer 2-iodo-1-methyl-5-phenylimidazole
-
The identity of 5-iodo-1-methyl-2-phenylimidazole was determined solely by LC-MS and showed a very different retention time than its isomer 2-iodo-1-methyl-5-phenylimidazole. This product readily decomposed upon attempted isolation.
-
This product readily decomposed upon attempted isolation
-
-
-
25
-
-
0035801641
-
-
A highly selective Negishi coupling at C2 of 2,4-dibromothiazole has been reported as part of a total synthesis: Bach, T.; Heuser, S. Angew. Chem., Int. Ed. 2001, 40, 3184-3185.
-
A highly selective Negishi coupling at C2 of 2,4-dibromothiazole has been reported as part of a total synthesis: Bach, T.; Heuser, S. Angew. Chem., Int. Ed. 2001, 40, 3184-3185.
-
-
-
-
28
-
-
77949295319
-
-
1H NMR resonance of 5-bromo-2-phenylthiazole did not match that reported in the literature, we compared it to an authentic commercial sample, which matched our cross-coupling product perfectly.
-
1H NMR resonance of 5-bromo-2-phenylthiazole did not match that reported in the literature, we compared it to an authentic commercial sample, which matched our cross-coupling product perfectly.
-
-
-
-
29
-
-
77949311292
-
-
We hypothesize that catalyst formation may be slow or problematic with these two ligands and 6, allowing phosphine-free palladium to affect the majority of the oxidative addition at C5.
-
We hypothesize that catalyst formation may be slow or problematic with these two ligands and 6, allowing phosphine-free palladium to affect the majority of the oxidative addition at C5.
-
-
-
-
30
-
-
77949303241
-
-
3P, rather than as a bidentate phosphine.
-
3P, rather than as a bidentate phosphine.
-
-
-
|