-
1
-
-
78650895282
-
-
Hydrogenation reactions
-
Hydrogenation reactions
-
-
-
-
3
-
-
0037448329
-
-
Birch reductions and Birch reductive alkylations
-
J. A. Widegren, R. G. Finke, J. Mol. Catal. A 2003, 191, 187-207. Birch reductions and Birch reductive alkylations
-
(2003)
J. Mol. Catal. A
, vol.191
, pp. 187-207
-
-
Widegren, J.A.1
Finke, R.G.2
-
7
-
-
69549120381
-
-
Oxidative dearomatization of phenols
-
R. Lebeuf, J. Dunet, R. Beniazza, D. Ibrahim, G. Bose, M. Berlande, F. Robert, Y. Landais, J. Org. Chem. 2009, 74, 6469-6478. Oxidative dearomatization of phenols
-
(2009)
J. Org. Chem.
, vol.74
, pp. 6469-6478
-
-
Lebeuf, R.1
Dunet, J.2
Beniazza, R.3
Ibrahim, D.4
Bose, G.5
Berlande, M.6
Robert, F.7
Landais, Y.8
-
10
-
-
77349122065
-
-
Reactions involving the formation of transition metal complexes
-
L. Pouységu, D. Deffieux, S. Quideau, Tetrahedron 2010, 66, 2235-2261. Reactions involving the formation of transition metal complexes
-
(2010)
Tetrahedron
, vol.66
, pp. 2235-2261
-
-
Pouységu, L.1
Deffieux, D.2
Quideau, S.3
-
11
-
-
0034245855
-
-
A. R. Pape, K. P. Kaliappan, E. P. Kündig, Chem. Rev. 2000, 100, 2917-2940
-
(2000)
Chem. Rev.
, vol.100
, pp. 2917-2940
-
-
Pape, A.R.1
Kaliappan, K.P.2
Kündig, E.P.3
-
13
-
-
68949177301
-
-
Oxidation
-
R. J. Salomon, E. C. Lis, M. U. Kasbekar, K. C. Bassett, W. H. Myers, C. O. Trindle, M. Sabat, W. D. Harman, Organometallics 2009, 28, 4724-4734; Oxidation
-
(2009)
Organometallics
, vol.28
, pp. 4724-4734
-
-
Salomon, R.J.1
Lis, E.C.2
Kasbekar, M.U.3
Bassett, K.C.4
Myers, W.H.5
Trindle, C.O.6
Sabat, M.7
Harman, W.D.8
-
14
-
-
0000600197
-
-
S. V. Ley, F. Sternfeld, S. Taylor, Tetrahedron Lett. 1987, 28, 225-226
-
(1987)
Tetrahedron Lett.
, vol.28
, pp. 225-226
-
-
Ley, S.V.1
Sternfeld, F.2
Taylor, S.3
-
15
-
-
0001745436
-
-
references therein
-
T. Hudlicky, J. D. Price, F. Rulin, T. Tsunoda, J. Am. Chem. Soc. 1990, 112, 9439-9440, and references therein
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 9439-9440
-
-
Hudlicky, T.1
Price, J.D.2
Rulin, F.3
Tsunoda, T.4
-
20
-
-
34249941778
-
-
F. Lopez-Ortiz, M. J. Iglesias, I. Fernandez, C. M. Andujar-Sanchez, G. Ruiz-Gomez, Chem. Rev. 2007, 107, 1580-1691
-
(2007)
Chem. Rev.
, vol.107
, pp. 1580-1691
-
-
Lopez-Ortiz, F.1
Iglesias, M.J.2
Fernandez, I.3
Andujar-Sanchez, C.M.4
Ruiz-Gomez, G.5
-
21
-
-
78650876161
-
-
J. Clayden, S. Parris, N. Cabedo, A. H. Payne, Angew. Chem. 2008, 120, 5138-5140
-
(2008)
Angew. Chem.
, vol.120
, pp. 5138-5140
-
-
Clayden, J.1
Parris, S.2
Cabedo, N.3
Payne, A.H.4
-
22
-
-
49849100686
-
-
Angew. Chem. Int. Ed. 2008, 47, 5060-5062
-
(2008)
Angew. Chem. Int. Ed.
, vol.47
, pp. 5060-5062
-
-
-
23
-
-
77955884643
-
-
A. Ros, A. Bermelo, V. K. Aggarwal, Chem. Eur. J. 2010, 16, 9741-9745.
-
(2010)
Chem. Eur. J.
, vol.16
, pp. 9741-9745
-
-
Ros, A.1
Bermelo, A.2
Aggarwal, V.K.3
-
24
-
-
78650918834
-
-
For example see
-
For example see
-
-
-
-
25
-
-
0000048258
-
-
in (Eds.: B.-M. Trost, I. Fleming), Pergamon, Oxford
-
W. Oppolzer, S. M. Weinreb, D. L. Boger, W. R. Roush, in Comprehensive Organic Synthesis, Vol.-5 (Eds.:, B.-M. Trost, I. Fleming,), Pergamon, Oxford, 1991, pp.- 315-550
-
(1991)
Comprehensive Organic Synthesis, Vol.-5
, pp. 315-550
-
-
Oppolzer, W.1
Weinreb, S.M.2
Boger, D.L.3
Roush, W.R.4
-
26
-
-
0000629986
-
-
in (Eds.: B.-M. Trost, I. Fleming), Pergamon, Oxford
-
A. Padwa, in Comprehensive Organic Synthesis Vol.-4 (Eds.:, B.-M. Trost, I. Fleming,), Pergamon, Oxford, 1991, pp.- 1069-1168.
-
(1991)
Comprehensive Organic Synthesis Vol.-4
, pp. 1069-1168
-
-
Padwa, A.1
-
27
-
-
68949219787
-
-
Benzene, chlorobenzene, and dichlorobenzene have been reported to behave as a dienophile when heated with hexachloropentadiene at 220-240 °C and under a pressure of 10 kbar for 20-h. No yield is reported. See
-
Benzene, chlorobenzene, and dichlorobenzene have been reported to behave as a dienophile when heated with hexachloropentadiene at 220-240 °C and under a pressure of 10 kbar for 20-h. No yield is reported. See:, W. Jarre, D. Bienek, F. Korte, Angew. Chem. 1975, 87, 201-202
-
(1975)
Angew. Chem.
, vol.87
, pp. 201-202
-
-
Jarre, W.1
Bienek, D.2
Korte, F.3
-
29
-
-
78650924498
-
-
Metal-complexed benzene derivatives have been described as diene or dienophile in [4+2] cycloadditions. See
-
Metal-complexed benzene derivatives have been described as diene or dienophile in [4+2] cycloadditions. See
-
-
-
-
30
-
-
0035980302
-
-
M. D. Chordia, P. L. Smith, S. H. Meiere, M. Sabat, W. D. Harman, J. Am. Chem. Soc. 2001, 123, 10756-10757
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 10756-10757
-
-
Chordia, M.D.1
Smith, P.L.2
Meiere, S.H.3
Sabat, M.4
Harman, W.D.5
-
31
-
-
0037467738
-
-
D. Walther, S. Liesicke, L. Böttcher, R. Fischer, H. Görls, G. Vaughan, Inorg. Chem. 2003, 42, 625-632
-
(2003)
Inorg. Chem.
, vol.42
, pp. 625-632
-
-
Walther, D.1
Liesicke, S.2
Böttcher, L.3
Fischer, R.4
Görls, H.5
Vaughan, G.6
-
32
-
-
0345356391
-
-
P. M. Graham, S. H. Meiere, M. Sabat, W. D. Harman, Organometallics 2003, 22, 4364-4366
-
(2003)
Organometallics
, vol.22
, pp. 4364-4366
-
-
Graham, P.M.1
Meiere, S.H.2
Sabat, M.3
Harman, W.D.4
-
33
-
-
78650919549
-
-
See ref.-[1k-l]
-
See ref.-[1k-l].
-
-
-
-
34
-
-
4243664295
-
-
C. Hansch, A. Leo, R. W. Taft, Chem. Rev. 1991, 91, 165-195
-
(1991)
Chem. Rev.
, vol.91
, pp. 165-195
-
-
Hansch, C.1
Leo, A.2
Taft, R.W.3
-
36
-
-
0013428272
-
-
in (Eds.: A. Padwa, W.-H. Pearson), Wiley, New York, p.-
-
L. M. Harwood, R. J. Vickers, in The Chemistry of Heterocyclic Compounds, Vol.-59 (Eds.:, A. Padwa, W.-H. Pearson,), Wiley, New York, 2002, p.- 169
-
(2002)
The Chemistry of Heterocyclic Compounds, Vol.-59
, pp. 169
-
-
Harwood, L.M.1
Vickers, R.J.2
-
39
-
-
26844568111
-
-
Angew. Chem. Int. Ed. 2005, 44, 6272-6276
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 6272-6276
-
-
-
40
-
-
33751433159
-
-
G. Pandey, P. Banerjee, S. R. Gadre, Chem. Rev. 2006, 106, 4484-4517
-
(2006)
Chem. Rev.
, vol.106
, pp. 4484-4517
-
-
Pandey, G.1
Banerjee, P.2
Gadre, S.R.3
-
42
-
-
85004462669
-
-
Y. Terao, H. Kotaki, N. Imai, K. Achiwa, Chem. Pharm. Bull. 1985, 33, 896-898
-
(1985)
Chem. Pharm. Bull.
, vol.33
, pp. 896-898
-
-
Terao, Y.1
Kotaki, H.2
Imai, N.3
Achiwa, K.4
-
44
-
-
78650855242
-
-
The azomethine ylide 2 undergoes several competitive dimerization and oligomerization reactions which effectively decrease the amount of usable 2. The excess 3 reported in this paper parallels in some ways the stability of the substrate.
-
The azomethine ylide 2 undergoes several competitive dimerization and oligomerization reactions which effectively decrease the amount of usable 2. The excess 3 reported in this paper parallels in some ways the stability of the substrate.
-
-
-
-
45
-
-
78650853430
-
-
The number of equivalents used in this reaction is what is required for the reaction to reach completion. Only the tricyclic adduct was isolated and no trace of a bicyclic adduct was ever observed during or after the transformation, presumably because of the much higher reactivity of the intermediate nitrodiene. Notably, no tetracycle was ever formed in this reaction.
-
The number of equivalents used in this reaction is what is required for the reaction to reach completion. Only the tricyclic adduct was isolated and no trace of a bicyclic adduct was ever observed during or after the transformation, presumably because of the much higher reactivity of the intermediate nitrodiene. Notably, no tetracycle was ever formed in this reaction.
-
-
-
-
46
-
-
78650859730
-
-
See the Supporting Information.
-
See the Supporting Information.
-
-
-
-
47
-
-
78650923792
-
-
No trace of the alternate putative cycloadduct A was formed, probably a result of steric reasons.
-
No trace of the alternate putative cycloadduct A was formed, probably a result of steric reasons.
-
-
-
-
48
-
-
27744530363
-
-
Z. Chen, C. S. Wannere, C. Corminboeuf, R. Puchta, P. v. R. Schleyer, Chem. Rev. 2005, 105, 3842-3888.
-
(2005)
Chem. Rev.
, vol.105
, pp. 3842-3888
-
-
Chen, Z.1
Wannere, C.S.2
Corminboeuf, C.3
Puchta, R.4
Schleyer, V.P.R.5
-
49
-
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78650862033
-
-
1H-NMR spectrum of the crude reaction mixture.
-
1H-NMR spectrum of the crude reaction mixture.
-
-
-
-
50
-
-
78650890170
-
-
Both the inductive and mesomeric effects were strong enough to generate complete chemoselectivity in favor of the unsubstituted carbon-carbon double bond.
-
Both the inductive and mesomeric effects were strong enough to generate complete chemoselectivity in favor of the unsubstituted carbon-carbon double bond.
-
-
-
-
51
-
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33846366253
-
-
Gribble has recently reported the reaction of nitroindoles with an analogous azomethine ylide.
-
Gribble has recently reported the reaction of nitroindoles with an analogous azomethine ylide:, S. Roy, T. L. S. Kishbaugh, J. P. Jasinski, G. W. Gribble, Tetrahedron Lett. 2007, 48, 1313-1316.
-
(2007)
Tetrahedron Lett.
, vol.48
, pp. 1313-1316
-
-
Roy, S.1
Kishbaugh, T.L.S.2
Jasinski, J.P.3
Gribble, G.W.4
-
54
-
-
78650917694
-
-
CCDC-793306 (31) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
-
CCDC-793306 (31) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
-
-
-
-
55
-
-
0003491250
-
-
in (Eds.: D. Barton, D. Ollis), Pergamon, Oxford.
-
R. G. Coombes, in Comprehensive Organic Chemistry, Vol.-2 (Eds.:, D. Barton, D. Ollis,), Pergamon, Oxford, 1979.
-
(1979)
Comprehensive Organic Chemistry, Vol.-2
-
-
Coombes, R.G.1
-
57
-
-
0001858137
-
-
1 type involving the loss of nitrite ion and its readdition after cyclization can also be considered.
-
1 type involving the loss of nitrite ion and its readdition after cyclization can also be considered.
-
(1990)
Aldrichimica Acta
, vol.23
, pp. 71-78
-
-
Kornblum, N.1
-
58
-
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78650907652
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-
[21] with 4 to deliver the new radical-cation B which, upon subsequent interaction with 2, would generate product 32 en route to the cycloadduct 5, and another equivalent of 34.
-
[21] with 4 to deliver the new radical-cation B which, upon subsequent interaction with 2, would generate product 32 en route to the cycloadduct 5, and another equivalent of 34.
-
-
-
-
59
-
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78650870107
-
-
Radical-cation 34 could also be produced from ylide 2 and traces of oxygen. However, the fact that the reactions were carried out under inert atmosphere renders this possibility unlikely.
-
Radical-cation 34 could also be produced from ylide 2 and traces of oxygen. However, the fact that the reactions were carried out under inert atmosphere renders this possibility unlikely.
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-
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