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0141430530
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WO 99/43647; EP 0863136 Al
-
Other, but structurally more remote, targets are the CNS-active compounds patented by Akzo Nobel in 1999: D. Leysen, J. H. Wieringa, C. L. E. Broekkamp, WO 99/43647; EP 0863136 Al.
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Leysen, D.1
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0000173004
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H.-J. Wu, S.-H. Lin, C.-C. Lin, Heterocycles 1994, 38, 1507-1518; see comment in ref. [9].
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0141430532
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see comment in ref. [9]
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R. Francke, Liebigs Ann. Chem. 1979, 3-8; see comment in ref. [9].
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Francke, R.1
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9
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0000396789
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A. S. K. Hashmi, L. Schwarz, J.-H. Choi, T. M. Frost, Angew. Chem. 2000, 112, 2382-2385; Angew. Chem. Int. Ed. 2000, 39, 2285-2288. With this type of procedure better yields than those cited in the references above[7, 8] could be obtained with most substrates.
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Angew. Chem.
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Hashmi, A.S.K.1
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10
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0034600902
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A. S. K. Hashmi, L. Schwarz, J.-H. Choi, T. M. Frost, Angew. Chem. 2000, 112, 2382-2385; Angew. Chem. Int. Ed. 2000, 39, 2285-2288. With this type of procedure better yields than those cited in the references above[7, 8] could be obtained with most substrates.
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(2000)
Angew Chem Int Ed.
, vol.39
, pp. 2285-2288
-
-
-
11
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0000111389
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Tetrahedron Lett.
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W. M. Grootaert, P. J. de Clercq, Tetrahedron Lett. 1986, 27, 1731-1734; S. Cauwberghs, P. J. de Clercq, B. Tinant, J. P. Declercq, Tetrahedron Lett. 1988, 29, 2493-2496; F. de Corte, F. Nuyttens, S. Cauwberghs, P. J. de Clercq, Tetrahedron Lett. 1993, 34, 1831-1832. In the chemical databases examples with a carbonyl group in the tether are only found for four bridging carbon atoms: S. Claeys, D. van Haver, P. J. de Clercq, M. Milanesio, D. Viterbo, Eur. J. Org. Chem. 2002, 1051-1062; C. Rogers, B. A. Keay, Can. J. Chem. 1992, 70, 2929-2947; I. R. Hunt, C. Rogers, S. Woo, A. Rauk, B. A. Keay, J. Am. Chem. Soc. 1995, 117, 1049-1056. A carbonyl group in a three-carbon tether is only known for amides and esters: D. L. Wright, C. V. Robotham, K. Aboud, Tetrahedron Lett. 2002, 43, 943-946. We could find no other intramolecular examples of furans with acceptor-substituted alkynes in the databases.
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W. M. Grootaert, P. J. de Clercq, Tetrahedron Lett. 1986, 27, 1731-1734; S. Cauwberghs, P. J. de Clercq, B. Tinant, J. P. Declercq, Tetrahedron Lett. 1988, 29, 2493-2496; F. de Corte, F. Nuyttens, S. Cauwberghs, P. J. de Clercq, Tetrahedron Lett. 1993, 34, 1831-1832. In the chemical databases examples with a carbonyl group in the tether are only found for four bridging carbon atoms: S. Claeys, D. van Haver, P. J. de Clercq, M. Milanesio, D. Viterbo, Eur. J. Org. Chem. 2002, 1051-1062; C. Rogers, B. A. Keay, Can. J. Chem. 1992, 70, 2929-2947; I. R. Hunt, C. Rogers, S. Woo, A. Rauk, B. A. Keay, J. Am. Chem. Soc. 1995, 117, 1049-1056. A carbonyl group in a three-carbon tether is only known for amides and esters: D. L. Wright, C. V. Robotham, K. Aboud, Tetrahedron Lett. 2002, 43, 943-946. We could find no other intramolecular examples of furans with acceptor-substituted alkynes in the databases.
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W. M. Grootaert, P. J. de Clercq, Tetrahedron Lett. 1986, 27, 1731-1734; S. Cauwberghs, P. J. de Clercq, B. Tinant, J. P. Declercq, Tetrahedron Lett. 1988, 29, 2493-2496; F. de Corte, F. Nuyttens, S. Cauwberghs, P. J. de Clercq, Tetrahedron Lett. 1993, 34, 1831-1832. In the chemical databases examples with a carbonyl group in the tether are only found for four bridging carbon atoms: S. Claeys, D. van Haver, P. J. de Clercq, M. Milanesio, D. Viterbo, Eur. J. Org. Chem. 2002, 1051-1062; C. Rogers, B. A. Keay, Can. J. Chem. 1992, 70, 2929-2947; I. R. Hunt, C. Rogers, S. Woo, A. Rauk, B. A. Keay, J. Am. Chem. Soc. 1995, 117, 1049-1056. A carbonyl group in a three-carbon tether is only known for amides and esters: D. L. Wright, C. V. Robotham, K. Aboud, Tetrahedron Lett. 2002, 43, 943-946. We could find no other intramolecular examples of furans with acceptor-substituted alkynes in the databases.
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Eur. J. Org. Chem.
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Claeys, S.1
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15
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0000780402
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W. M. Grootaert, P. J. de Clercq, Tetrahedron Lett. 1986, 27, 1731-1734; S. Cauwberghs, P. J. de Clercq, B. Tinant, J. P. Declercq, Tetrahedron Lett. 1988, 29, 2493-2496; F. de Corte, F. Nuyttens, S. Cauwberghs, P. J. de Clercq, Tetrahedron Lett. 1993, 34, 1831-1832. In the chemical databases examples with a carbonyl group in the tether are only found for four bridging carbon atoms: S. Claeys, D. van Haver, P. J. de Clercq, M. Milanesio, D. Viterbo, Eur. J. Org. Chem. 2002, 1051-1062; C. Rogers, B. A. Keay, Can. J. Chem. 1992, 70, 2929-2947; I. R. Hunt, C. Rogers, S. Woo, A. Rauk, B. A. Keay, J. Am. Chem. Soc. 1995, 117, 1049-1056. A carbonyl group in a three-carbon tether is only known for amides and esters: D. L. Wright, C. V. Robotham, K. Aboud, Tetrahedron Lett. 2002, 43, 943-946. We could find no other intramolecular examples of furans with acceptor-substituted alkynes in the databases.
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W. M. Grootaert, P. J. de Clercq, Tetrahedron Lett. 1986, 27, 1731-1734; S. Cauwberghs, P. J. de Clercq, B. Tinant, J. P. Declercq, Tetrahedron Lett. 1988, 29, 2493-2496; F. de Corte, F. Nuyttens, S. Cauwberghs, P. J. de Clercq, Tetrahedron Lett. 1993, 34, 1831-1832. In the chemical databases examples with a carbonyl group in the tether are only found for four bridging carbon atoms: S. Claeys, D. van Haver, P. J. de Clercq, M. Milanesio, D. Viterbo, Eur. J. Org. Chem. 2002, 1051-1062; C. Rogers, B. A. Keay, Can. J. Chem. 1992, 70, 2929-2947; I. R. Hunt, C. Rogers, S. Woo, A. Rauk, B. A. Keay, J. Am. Chem. Soc. 1995, 117, 1049-1056. A carbonyl group in a three-carbon tether is only known for amides and esters: D. L. Wright, C. V. Robotham, K. Aboud, Tetrahedron Lett. 2002, 43, 943-946. We could find no other intramolecular examples of furans with acceptor-substituted alkynes in the databases.
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W. M. Grootaert, P. J. de Clercq, Tetrahedron Lett. 1986, 27, 1731-1734; S. Cauwberghs, P. J. de Clercq, B. Tinant, J. P. Declercq, Tetrahedron Lett. 1988, 29, 2493-2496; F. de Corte, F. Nuyttens, S. Cauwberghs, P. J. de Clercq, Tetrahedron Lett. 1993, 34, 1831-1832. In the chemical databases examples with a carbonyl group in the tether are only found for four bridging carbon atoms: S. Claeys, D. van Haver, P. J. de Clercq, M. Milanesio, D. Viterbo, Eur. J. Org. Chem. 2002, 1051-1062; C. Rogers, B. A. Keay, Can. J. Chem. 1992, 70, 2929-2947; I. R. Hunt, C. Rogers, S. Woo, A. Rauk, B. A. Keay, J. Am. Chem. Soc. 1995, 117, 1049-1056. A carbonyl group in a three-carbon tether is only known for amides and esters: D. L. Wright, C. V. Robotham, K. Aboud, Tetrahedron Lett. 2002, 43, 943-946. We could find no other intramolecular examples of furans with acceptor-substituted alkynes in the databases.
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Tetrahedron Lett.
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Wright, D.L.1
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18
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0141653461
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note
-
CCDC 207891 (8a), -208086 (11a) and -208087 (16) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB21EZ, UK; fax: (+44)1223-336-033; or deposit@ccdc.cam.uk).
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The double bond geometry was assigned in analogy to other authors who assumed an E geometry for related compounds and observed quite similar chemical shifts for the olefinic proton: S. K. Banerjee, B. D. Gupta, W. S. Sheldrick, G. Höfle, Liebigs Ann. Chem. 1982, 699-704; B. R. Davis, S. J. Johnson, P. D. Woodgate, J. Chem. Soc. Perkin Trans. 1 1985, 2545-2553; M. Kobayashi, M. Fujita, H. Mitsuhashi, Chem. Pharm. Bull. 1987, 35, 1427-1433.
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37049094580
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The double bond geometry was assigned in analogy to other authors who assumed an E geometry for related compounds and observed quite similar chemical shifts for the olefinic proton: S. K. Banerjee, B. D. Gupta, W. S. Sheldrick, G. Höfle, Liebigs Ann. Chem. 1982, 699-704; B. R. Davis, S. J. Johnson, P. D. Woodgate, J. Chem. Soc. Perkin Trans. 1 1985, 2545-2553; M. Kobayashi, M. Fujita, H. Mitsuhashi, Chem. Pharm. Bull. 1987, 35, 1427-1433.
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The double bond geometry was assigned in analogy to other authors who assumed an E geometry for related compounds and observed quite similar chemical shifts for the olefinic proton: S. K. Banerjee, B. D. Gupta, W. S. Sheldrick, G. Höfle, Liebigs Ann. Chem. 1982, 699-704; B. R. Davis, S. J. Johnson, P. D. Woodgate, J. Chem. Soc. Perkin Trans. 1 1985, 2545-2553; M. Kobayashi, M. Fujita, H. Mitsuhashi, Chem. Pharm. Bull. 1987, 35, 1427-1433.
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