-
2
-
-
2942607092
-
-
For reviews on 15-membered triolefinic macrocycles of type 1 see: (a) Moreno-Mañas, M.; Pleixats, R.; Sebastián, R. M.; Vallribera, A.; Roglans, A. ARKIVOC 2004, iv, 109; available from http://www.arkat-usa.org.
-
(2004)
ARKIVOC
, vol.4
, pp. 109
-
-
Moreno-Mañas, M.1
Pleixats, R.2
Sebastián, R.M.3
Vallribera, A.4
Roglans, A.5
-
3
-
-
14644402691
-
-
(b) Moreno-Mañas, M.; Pleixats, R.; Sebastian, R. M.; Vallribera, A.; Roglans, A. J. Organomet. Chem. 2004, 689, 3669.
-
(2004)
J. Organomet. Chem.
, vol.689
, pp. 3669
-
-
Moreno-Mañas, M.1
Pleixats, R.2
Sebastian, R.M.3
Vallribera, A.4
Roglans, A.5
-
4
-
-
14644444772
-
-
note
-
Compound 2a (72%): mp 230 °C. Compound 2b (40%): oil. Compound 2c (65%): mp 84-85 °C.
-
-
-
-
5
-
-
0003088781
-
-
Wiley-Interscience: New York, Chap. 13
-
March, J. Advanced Organic Chemistry. Reactions, Mechanism, and Structure, 4th ed.; Wiley-Interscience: New York, 1992, Chap. 13, 641-676.
-
(1992)
Advanced Organic Chemistry. Reactions, Mechanism, and Structure, 4th Ed.
, pp. 641-676
-
-
March, J.1
-
6
-
-
4243664295
-
-
Hansch, C.; Leo, A.; Taft, R. W. Chem. Rev. 1991, 91, 165.
-
(1991)
Chem. Rev.
, vol.91
, pp. 165
-
-
Hansch, C.1
Leo, A.2
Taft, R.W.3
-
7
-
-
2342533282
-
-
(a) Navidpour, L.; Karimi, L.; Amini, M.; Vosooghi, M.; Shafiee, A. J. Heterocycl. Chem. 2004, 41, 201.
-
(2004)
J. Heterocycl. Chem.
, vol.41
, pp. 201
-
-
Navidpour, L.1
Karimi, L.2
Amini, M.3
Vosooghi, M.4
Shafiee, A.5
-
8
-
-
0034608007
-
-
(b) Wang, C.-C.; Li, J. J.; Huang, H.-C.; Lee, L. F.; Reitz, D. B. J. Org. Chem. 2000, 65, 2711.
-
(2000)
J. Org. Chem.
, vol.65
, pp. 2711
-
-
Wang, C.-C.1
Li, J.J.2
Huang, H.-C.3
Lee, L.F.4
Reitz, D.B.5
-
12
-
-
0037509875
-
-
(a) Koyama, H.; Boueres, J. K.; Han, W.; Metzger, E. J.; Bergman, J. P.; Gratale, D. F.; Miller, D. J.; Tolman, R. L.; MacNaul, K. L.; Berger, J. P.; Doebber, T. W.; Leung, K.; Moller, D. E.; Heck, J. V.; Sahoo, S. P. Biorg. Med. Chem. Lett. 2003, 13, 1801.
-
(2003)
Biorg. Med. Chem. Lett.
, vol.13
, pp. 1801
-
-
Koyama, H.1
Boueres, J.K.2
Han, W.3
Metzger, E.J.4
Bergman, J.P.5
Gratale, D.F.6
Miller, D.J.7
Tolman, R.L.8
MacNaul, K.L.9
Berger, J.P.10
Doebber, T.W.11
Leung, K.12
Moller, D.E.13
Heck, J.V.14
Sahoo, S.P.15
-
13
-
-
0025194289
-
-
(b) Zask, A.; Jirkovsky, I.; Nowicki, J. W.; McCaleb, M. L. J. Med. Chem. 1990, 33, 1418.
-
(1990)
J. Med. Chem.
, vol.33
, pp. 1418
-
-
Zask, A.1
Jirkovsky, I.2
Nowicki, J.W.3
McCaleb, M.L.4
-
14
-
-
0022630451
-
-
(c) Markley, L. D.; Tong, Y. C.; Dulworth, J. K.; Steward, D. L.; Goralski, C. T.; Johnston, H.; Wood, S. G.; Vinogradoff, A. P.; Bargar, T. M. J. Med. Chem. 1986, 29, 427.
-
(1986)
J. Med. Chem.
, vol.29
, pp. 427
-
-
Markley, L.D.1
Tong, Y.C.2
Dulworth, J.K.3
Steward, D.L.4
Goralski, C.T.5
Johnston, H.6
Wood, S.G.7
Vinogradoff, A.P.8
Bargar, T.M.9
-
15
-
-
0001473425
-
-
(d) Idoux, J. P.; Madenwald, M. L.; Garcia, B. S.; Chu, D.-L.; Gupton, J. T. J. Org. Chem. 1985, 50, 1876.
-
(1985)
J. Org. Chem.
, vol.50
, pp. 1876
-
-
Idoux, J.P.1
Madenwald, M.L.2
Garcia, B.S.3
Chu, D.-L.4
Gupton, J.T.5
-
16
-
-
0034388316
-
-
Baxter, I.; Ben-Haida, A.; Colquhoun, H. M.; Hodge, P.; Kohnke, F. H.; Williams, D. J. Chem.-Eur. J. 2000, 6, 4285.
-
(2000)
Chem.-Eur. J.
, vol.6
, pp. 4285
-
-
Baxter, I.1
Ben-Haida, A.2
Colquhoun, H.M.3
Hodge, P.4
Kohnke, F.H.5
Williams, D.J.6
-
17
-
-
0141790770
-
-
For examples with nitrogen nucleophiles see: (a) Pal, M.; Madan, M.; Padakanti, S.; Pattabiraman, V. R.; Kalleda, S.; Vanguri, A.; Mullangi, R.; Rao Mamidi, N. V. S.; Casturi, S. R.; Malde, A.; Gopalakrishnan, B.; Yeleswarapu, K. R. J. Med. Chem. 2003, 46, 3975.
-
(2003)
J. Med. Chem.
, vol.46
, pp. 3975
-
-
Pal, M.1
Madan, M.2
Padakanti, S.3
Pattabiraman, V.R.4
Kalleda, S.5
Vanguri, A.6
Mullangi, R.7
Rao Mamidi, N.V.S.8
Casturi, S.R.9
Malde, A.10
Gopalakrishnan, B.11
Yeleswarapu, K.R.12
-
18
-
-
0141545117
-
-
(b) Tollefson, M. B.; Kolodziej, S. A.; Fletcher, T. R.; Vernier, W. F.; Beaudry, J. A.; Keller, B. T.; Reitz, D. B. Bioorg. Med. Chem. Lett. 2003, 13, 3727.
-
(2003)
Bioorg. Med. Chem. Lett.
, vol.13
, pp. 3727
-
-
Tollefson, M.B.1
Kolodziej, S.A.2
Fletcher, T.R.3
Vernier, W.F.4
Beaudry, J.A.5
Keller, B.T.6
Reitz, D.B.7
-
19
-
-
12444254805
-
-
(c) Levin, J. I.; Chen, J. M.; Cheung, K.; Cole, D.; Crago, C.; Delos Santos, E.; Du, X.; Khafizova, G.; MacEwan, G.; Niu, C.; Salaski, E. J.; Zask, A.; Cummons, T.; Sung, A.; Xu, J.; Zhang, Y.; Xu, W.; Ayral-Kaloustian, S.; Jin, G.; Cowling, R.; Barone, D.; Mohler, K. M.; Black, R. A.; Skotnicki, J. S. Biorg. Med. Chem. Lett. 2003, 13, 2799.
-
(2003)
Biorg. Med. Chem. Lett.
, vol.13
, pp. 2799
-
-
Levin, J.I.1
Chen, J.M.2
Cheung, K.3
Cole, D.4
Crago, C.5
Delos Santos, E.6
Du, X.7
Khafizova, G.8
MacEwan, G.9
Niu, C.10
Salaski, E.J.11
Zask, A.12
Cummons, T.13
Sung, A.14
Xu, J.15
Zhang, Y.16
Xu, W.17
Ayral-Kaloustian, S.18
Jin, G.19
Cowling, R.20
Barone, D.21
Mohler, K.M.22
Black, R.A.23
Skotnicki, J.S.24
more..
-
20
-
-
0037152418
-
-
(d) Steffan, R. J.; Ashwell, M. A.; Solvibile, W. R.; Matelan, E.; Largis, E.; Han, S.; Tillet, J.; Mulvey, R. Bioorg. Med. Chem. Lett. 2002, 72, 2963.
-
(2002)
Bioorg. Med. Chem. Lett.
, vol.72
, pp. 2963
-
-
Steffan, R.J.1
Ashwell, M.A.2
Solvibile, W.R.3
Matelan, E.4
Largis, E.5
Han, S.6
Tillet, J.7
Mulvey, R.8
-
21
-
-
0025239448
-
-
(e) Morgan, T. K. Jr.; Lis, R.; Lumma, W. C. Jr.; Nickisch, K.; Wohl, R. A.; Phillips, G. B.; Gomez, R. P.; Lampe, J. W.; Di Meo, S. V.; Marisca, A. J.; Forst, J. J. Med. Chem. 1990, 33, 1091.
-
(1990)
J. Med. Chem.
, vol.33
, pp. 1091
-
-
Morgan Jr., T.K.1
Lis, R.2
Lumma Jr., W.C.3
Nickisch, K.4
Wohl, R.A.5
Phillips, G.B.6
Gomez, R.P.7
Lampe, J.W.8
Di Meo, S.V.9
Marisca, A.J.10
Forst, J.11
-
22
-
-
0036258128
-
-
(f) For example with oxygen nucleophile see: Levin, J. I.; Du, M. T. Synth. Commun. 2002, 32, 1401.
-
(2002)
Synth. Commun.
, vol.32
, pp. 1401
-
-
Levin, J.I.1
Du, M.T.2
-
23
-
-
14644410630
-
-
note
-
(g) For example with sulfur nucleophile see ref. 9c.
-
-
-
-
24
-
-
14644391752
-
-
note
-
2.
-
-
-
-
25
-
-
14644403250
-
-
note
-
2S: 312.1871; found: 312.1867.
-
-
-
-
26
-
-
4143072455
-
-
When our work was finished a paper was published on similar results obtained with 2-fluoropyridine: Pasumansky, L.; Hernández, A. R.; Gamsey, S.; Goralski, C. T.; Singaram, B. Tetrahedron Lett. 2004, 45, 6417.
-
(2004)
Tetrahedron Lett.
, vol.45
, pp. 6417
-
-
Pasumansky, L.1
Hernández, A.R.2
Gamsey, S.3
Goralski, C.T.4
Singaram, B.5
-
27
-
-
14644443167
-
-
note
-
3S: 305.1086; found: 305.1100. Good elemental analyses (at least three elements) were secured for 5a-c, 6a-d, and 7.
-
-
-
-
28
-
-
4143053592
-
-
For recent examples on the use of cesium compounds in related substitutions see the following references, (a) CsOH: Varala, R.; Ramu, E.; Alam, M. M.; Adapa, S. R. Synlett 2004, 1747.
-
(2004)
Synlett
, pp. 1747
-
-
Varala, R.1
Ramu, E.2
Alam, M.M.3
Adapa, S.R.4
|