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1
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0344496875
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For a preliminary account of this work, see: Ghorai, B. K.; Jiang, D.; Herndon, J. W. Org. Lett. 2003, 5, 4261.
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Org. Lett.
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Ghorai, B.K.1
Jiang, D.2
Herndon, J.W.3
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2
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21344437275
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(a) For the latest examples of this reaction, see: Li, R.; Zhang, L.; Camacho-Davila, A.; Herndon, J. W. Tetrahedron Lett. 2005, 46, 5117.
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(2005)
Tetrahedron Lett.
, vol.46
, pp. 5117
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Li, R.1
Zhang, L.2
Camacho-Davila, A.3
Herndon, J.W.4
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6
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0345711320
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Diels-Alder adducts have only been characterized by combustion analysis and IR spectra, and other structural alternatives were not considered: Tagmazyan, K. T.; Mkrtchyan, R. S.; Babayan, A. T. J. Org. Chem. USSR 1974, 10, 1657.
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J. Org. Chem. USSR
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Tagmazyan, K.T.1
Mkrtchyan, R.S.2
Babayan, A.T.3
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8
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0025321471
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Whitney, S. E.; Winters, M.; Rickborn, B. J. Org. Chem. 1990, 55, 929.
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J. Org. Chem.
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-
Whitney, S.E.1
Winters, M.2
Rickborn, B.3
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10
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-
0032475394
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a units less acidic than the corresponding alkoxycarbene complexes: Bernasconi, C. F.; Leyes, A. E.; Ragains, M. L.; Shi, Y.; Wang, H.; Wulff, W. D. J. Am. Chem. Soc. 1998, 120, 8632.
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J. Am. Chem. Soc.
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-
Bernasconi, C.F.1
Leyes, A.E.2
Ragains, M.L.3
Shi, Y.4
Wang, H.5
Wulff, W.D.6
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13
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-
0000151160
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Schwindt, M. A.; Lejon, T.; Hegedus, L. S. Organometallics 1990, 9, 2814.
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(1990)
Organometallics
, vol.9
, pp. 2814
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Schwindt, M.A.1
Lejon, T.2
Hegedus, L.S.3
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15
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0001352094
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(a) McDonald, F. E.; Schultz, C. C.; Chatterjee, A. K. Organometallics 1995, 14, 3628.
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(1995)
Organometallics
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-
McDonald, F.E.1
Schultz, C.C.2
Chatterjee, A.K.3
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21
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33751342736
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note
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4, and (3) reaction of the aldehyde with 2-(dimethoxymethyl) phenyllithium.
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22
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0033960568
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Berkowitz, D. B.; Choi, S.; Maeng, J. H. J. Org. Chem. 2000, 65, 847.
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(2000)
J. Org. Chem.
, vol.65
, pp. 847
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-
Berkowitz, D.B.1
Choi, S.2
Maeng, J.H.3
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24
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84944031181
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-
McKillop, A. E.; Katritzky, A. R.; Rees, C. W.; Scriven, E. F. V., Eds.; Elsevier: Oxford
-
For a review of phenanthridine synthesis, see: Balasubramanian, M.; Keay, J. G. In Comprehensive Heterocyclic Chemistry II, Vol. 5; McKillop, A. E.; Katritzky, A. R.; Rees, C. W.; Scriven, E. F. V., Eds.; Elsevier: Oxford, 1996, 245-300.
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(1996)
Comprehensive Heterocyclic Chemistry II
, vol.5
, pp. 245-300
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-
Balasubramanian, M.1
Keay, J.G.2
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25
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33751318774
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-
note
-
This is a variant of a literature procedure in reference 9b. This procedure is very reliable if one is careful to cut the potassium into small pieces and if the tetramethylammonium acylate salt is prepared prior to the alkylation step. Otherwise we noted wide variances in the yields between different experimental runs.
-
-
-
-
26
-
-
33751311375
-
-
note
-
2O), followed by acid chloride formation (oxalyl chloride).
-
-
-
-
27
-
-
33751328373
-
-
note
-
Prepared from reaction of the acid chloride (ref. 21) with aqueous dimethylamine.
-
-
-
-
29
-
-
0001306949
-
-
This compound was prepared from Sonogashira coupling of hex-1-yne and 2-bromobenzaldehyde according to a literature procedure: Sakamoto, T.; Kondo, Y.; Miura, N.; Hayashi, K.; Yamanaka, H. Heterocycles 1986, 24, 2311.
-
(1986)
Heterocycles
, vol.24
, pp. 2311
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-
Sakamoto, T.1
Kondo, Y.2
Miura, N.3
Hayashi, K.4
Yamanaka, H.5
-
30
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-
33751313661
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-
(Laboratories Made S.A., Spain) Span. Patent 74-423501
-
This compound is known; however, the spectral data are inaccessible: (Laboratories Made S.A., Spain) Span. Patent 74-423501; Chem. Abstr. 1976, 86, 189240.
-
(1976)
Chem. Abstr.
, vol.86
, pp. 189240
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-
-
31
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-
37049090243
-
-
This compound was prepared from Sonogashira coupling of trimethylsilylacetylene and 2-bromobenzaldehyde followed by desilylation according to a literature procedure: Acheson, R. M.; Lee, G. C. M. J. Chem. Soc., Perkin Trans. 1 1987, 2321.
-
(1987)
J. Chem. Soc., Perkin Trans. 1
, pp. 2321
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Acheson, R.M.1
Lee, G.C.M.2
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32
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-
0002121207
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-
This compound was prepared from Sonogashira coupling of hex-1-yne and 2-bromoacetophenone according to a literature procedure: Herndon, J. W.; Zhang, Y.; Wang, K. J. Organomet. Chem. 2001, 634, 1.
-
(2001)
J. Organomet. Chem.
, vol.634
, pp. 1
-
-
Herndon, J.W.1
Zhang, Y.2
Wang, K.3
-
33
-
-
33751310878
-
-
note
-
This compound was prepared from Sonogashira coupling of hex-1-yne and N,N-dimethyl-2-iodobenzamide according to a literature procedure. See reference 15.
-
-
-
-
34
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-
0033588393
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-
This compound was prepared from Sonogashira coupling of hex-1-yne and 2-iodobenzophenone according to a literature procedure: Tovar, J. D.; Swager, T. M. J. Org. Chem. 1999, 64, 6499.
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(1999)
J. Org. Chem.
, vol.64
, pp. 6499
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Tovar, J.D.1
Swager, T.M.2
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35
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77549086380
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Gaussian Inc.: Pittsburgh PA
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Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Menucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowki, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, A.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, M.; Callacombe, M.; Gill, P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian03 Program; Gaussian Inc.: Pittsburgh PA, 1998.
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Gaussian03 Program
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Frisch, M.J.1
Trucks, G.W.2
Schlegel, H.B.3
Scuseria, G.E.4
Robb, M.A.5
Cheeseman, J.R.6
Zakrzewski, V.G.7
Montgomery, J.A.8
Stratmann, R.E.9
Burant, J.C.10
Dapprich, S.11
Millam, J.M.12
Daniels, A.D.13
Kudin, K.N.14
Strain, M.C.15
Farkas, O.16
Tomasi, J.17
Barone, V.18
Cossi, M.19
Cammi, R.20
Menucci, B.21
Pomelli, C.22
Adamo, C.23
Clifford, S.24
Ochterski, J.25
Petersson, G.A.26
Ayala, P.Y.27
Cui, Q.28
Morokuma, K.29
Malick, D.K.30
Rabuck, A.D.31
Raghavachari, K.32
Foresman, J.B.33
Cioslowki, J.34
Ortiz, J.V.35
Stefanov, B.B.36
Liu, A.37
Liashenko, A.38
Piskorz, P.39
Komaromi, I.40
Gomperts, R.41
Martin, R.L.42
Fox, D.J.43
Keith, T.44
Al-Laham, M.A.45
Peng, C.Y.46
Nanayakkara, A.47
Gonzalez, M.48
Callacombe, M.49
Gill, P.M.W.50
Johnson, B.G.51
Chen, W.52
Wong, M.W.53
Andres, J.L.54
Head-Gordon, M.55
Replogle, E.S.56
Pople, J.A.57
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