-
1
-
-
2042507954
-
-
Suzuki reviews: (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483.
-
Suzuki reviews: (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483.
-
-
-
-
3
-
-
34250690291
-
-
For Suzuki reactions with heterocyclic boronates, see: a
-
For Suzuki reactions with heterocyclic boronates, see: (a) Campeau, L.-C.; Fagnou, K. Chem. Soc. Rev. 2007, 36, 1058-1068.
-
(2007)
Chem. Soc. Rev
, vol.36
, pp. 1058-1068
-
-
Campeau, L.-C.1
Fagnou, K.2
-
5
-
-
0242467635
-
-
(c) Bouillon, A.; Lancelot, J.-C.; Sopkova de Oliveira Santos, J.; Collot, V.; Bovy, P. R.; Rault, S. Tetrahedron 2003, 59, 10043-10049.
-
(2003)
Tetrahedron
, vol.59
, pp. 10043-10049
-
-
Bouillon, A.1
Lancelot, J.-C.2
Sopkova de Oliveira Santos, J.3
Collot, V.4
Bovy, P.R.5
Rault, S.6
-
8
-
-
0035802895
-
-
(c) Ishiyama, T; Isahida, K.; Miyaura, N. Tetrahedron 2001, 57, 9813-9816.
-
(2001)
Tetrahedron
, vol.57
, pp. 9813-9816
-
-
Ishiyama, T.1
Isahida, K.2
Miyaura, N.3
-
10
-
-
38549118405
-
-
(b) Yamamoto, Y.; Takizawa, M.; Yu, X.; Miyaura, N. Angew. Chem., Int. Ed. 2008, 47, 928-931.
-
(2008)
Angew. Chem., Int. Ed
, vol.47
, pp. 928-931
-
-
Yamamoto, Y.1
Takizawa, M.2
Yu, X.3
Miyaura, N.4
-
11
-
-
48849092532
-
-
(c) Billingsley, K.; Buchwald, S. L. Angew. Chem., Int. Ed. 2008, 47, 4695-4698.
-
(2008)
Angew. Chem., Int. Ed
, vol.47
, pp. 4695-4698
-
-
Billingsley, K.1
Buchwald, S.L.2
-
12
-
-
0000340061
-
-
(a) Farina, V.; Kapadia, S.; Krishman, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905-5911.
-
(1994)
J. Org. Chem
, vol.59
, pp. 5905-5911
-
-
Farina, V.1
Kapadia, S.2
Krishman, B.3
Wang, C.4
Liebeskind, L.S.5
-
13
-
-
0033603829
-
-
(b) Han, X.; Stoltz, B. M.; Corey, E. J. J. Am. Chem. Soc. 1999, 121, 7600-7605.
-
(1999)
J. Am. Chem. Soc
, vol.121
, pp. 7600-7605
-
-
Han, X.1
Stoltz, B.M.2
Corey, E.J.3
-
14
-
-
1842565056
-
-
(c) Mee, S. P. H.; Lee, V.; Baldwin, J. E. Angew. Chem., Int. Ed. 2004, 43, 1132-1136.
-
(2004)
Angew. Chem., Int. Ed
, vol.43
, pp. 1132-1136
-
-
Mee, S.P.H.1
Lee, V.2
Baldwin, J.E.3
-
16
-
-
33947202279
-
-
(b) Li, J.-H.; Li, J.-L.; Wang, D.-P.; Pi, S.-F.; Xie, Y.-X.; Zhang, Y.-X.; Zhang, M.-B.; Hu, X.-C. J. Org. Chem. 2007, 72, 2053-2057.
-
(2007)
J. Org. Chem
, vol.72
, pp. 2053-2057
-
-
Li, J.-H.1
Li, J.-L.2
Wang, D.-P.3
Pi, S.-F.4
Xie, Y.-X.5
Zhang, Y.-X.6
Zhang, M.-B.7
Hu, X.-C.8
-
17
-
-
0037048713
-
-
(c) Thathagar, M. B.; Beckers, J.; Rothenberg, G. J. Am. Chem. Soc. 2002, 124, 11858-11859.
-
(2002)
J. Am. Chem. Soc
, vol.124
, pp. 11858-11859
-
-
Thathagar, M.B.1
Beckers, J.2
Rothenberg, G.3
-
18
-
-
47749142142
-
-
Details of similar high-throughput experiments are found in
-
Details of similar high-throughput experiments are found in: Dreher, S. D.; Dormer, P. G.; Sandrock, D. L.; Molander, G. A. J. Am. Chem. Soc. 2008, 130, 9257-9259.
-
(2008)
J. Am. Chem. Soc
, vol.130
, pp. 9257-9259
-
-
Dreher, S.D.1
Dormer, P.G.2
Sandrock, D.L.3
Molander, G.A.4
-
19
-
-
41449094998
-
-
For a recent example of DOE applied to a Pd-catalyzed reaction, see
-
For a recent example of DOE applied to a Pd-catalyzed reaction, see: Denmark, S. E.; Butler, C. R. J. Am. Chem. Soc. 2008, 130, 3690-3704.
-
(2008)
J. Am. Chem. Soc
, vol.130
, pp. 3690-3704
-
-
Denmark, S.E.1
Butler, C.R.2
-
20
-
-
62149114906
-
-
Though several substrates gave complete conversion within 1 h, reactions were continued to 16 h as a general protocol. Alternatively, reactions could be conducted using mircowave irradiation at 160 °C and were typically complete in 20 min
-
Though several substrates gave complete conversion within 1 h, reactions were continued to 16 h as a general protocol. Alternatively, reactions could be conducted using mircowave irradiation at 160 °C and were typically complete in 20 min.
-
-
-
-
21
-
-
34247882697
-
-
A similar phenomenon with C-H insertions was reported: Lewis, J. C.; Bergman, R. G.; Ellman, J. A J. Am. Chem. Soc. 2007, 129, 5332-5333.
-
A similar phenomenon with C-H insertions was reported: Lewis, J. C.; Bergman, R. G.; Ellman, J. A J. Am. Chem. Soc. 2007, 129, 5332-5333.
-
-
-
-
22
-
-
62149112635
-
-
This homocoupling is also associated with loss of Cu(I) from the catalytic cycle. Use of Cu2O minimizes homocoupling and enables a catalytic copper reaction, as 87% yield is achieved in entry 1, Table 1 with 10 mol, Cu2O. Conversions are substrate dependent, and efforts to develop more robust catalytic copper conditions are ongoing
-
2O. Conversions are substrate dependent, and efforts to develop more robust catalytic copper conditions are ongoing.
-
-
-
-
25
-
-
62149098534
-
-
2 and dppf due to competing homocoupling of the preformed 2-pyridylcopper species.
-
2 and dppf due to competing homocoupling of the preformed 2-pyridylcopper species.
-
-
-
-
27
-
-
33845282857
-
-
(b) Negishi, E.; Takahashi, T.; Baba, S.; Van Horn, D. E.; Okukado, N. J. Am. Chem. Soc. 1987, 109, 2393-2401.
-
(1987)
J. Am. Chem. Soc
, vol.109
, pp. 2393-2401
-
-
Negishi, E.1
Takahashi, T.2
Baba, S.3
Van Horn, D.E.4
Okukado, N.5
-
28
-
-
0038552751
-
-
(c) Fitton, P.; Johnson, M. P.; McKeon, J. E. J. Chem. Soc., Chem. Commun. 1968, 6-7.
-
(1968)
J. Chem. Soc., Chem. Commun
, pp. 6-7
-
-
Fitton, P.1
Johnson, M.P.2
McKeon, J.E.3
|