SCOPUS 정보 검색 플랫폼

Volumn , Issue 2, 2012, Pages 275-280

Concise synthesis of highly substituted benzo[a]quinolizines by a multicomponent reaction/allylation/heck reaction sequence

(7) Den Heeten, René a Van Der Boon, Léon J P a Broere, Daniël L J a Janssen, Elwin a De Kanter, Frans J J a Ruijter, Eelco a Orru, Romano V A a

a AMSTERDAM INSTITUTE FOR MOLECULES (Netherlands)

Author keywords

Cross coupling reactions; Medicinal chemistry; Multicomponent reactions; Nitrogen heterocycles; Palladium catalysis; Polycyclic compounds

Indexed keywords

EID: 84855168731 PISSN: 1434193X EISSN: 10990690 Source Type: Journal
DOI: 10.1002/ejoc.201101170 Document Type: Article

Times cited : (20)

References (38)

1
- 84890597202
- Wiley-VCH, Weinheim, Germany
- J. Zhu, H. Bienaymé, Multicomponent Reactions, Wiley-VCH, Weinheim, Germany, 2005.
- (2005) Multicomponent Reactions
- Zhu, J.¹ Bienaymé, H.²

2
- 31544434530
- A. Dömling, Chem. Rev. 2006, 106, 17-89.
- (2006) Chem. Rev. , vol.106 , pp. 17-89
- Dömling, A.¹

3
- 65249100749
- B. Ganem, Acc. Chem. Res. 2009, 42, 463-472.
- (2009) Acc. Chem. Res. , vol.42 , pp. 463-472
- Ganem, B.¹

4
- 84055221371
- E. Ruijter, R. Scheffelaar, R. V. A. Orru, Angew. Chem. Int. Ed. 2011, 50, 6324-6346.
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 6324-6346
- Ruijter, E.¹ Scheffelaar, R.² Orru, R.V.A.³

5
- 78650833486
- L. Banfi, A. Basso, R. Riva, Top. Heterocycl. Chem. 2010, 23, 1-40.
- (2010) Top. Heterocycl. Chem. , vol.23 , pp. 1-40
- Banfi, L.¹ Basso, A.² Riva, R.³

6
- 67349143624
- C. Hulme, J. Dietrich, Mol. Diversity 2009, 13, 195-207.
- (2009) Mol. Diversity , vol.13 , pp. 195-207
- Hulme, C.¹ Dietrich, J.²

7
- 60749120878
- J. D. Sunderhaus, S. F. Martin, Chem. Eur. J. 2009, 15, 1300-1308.
- (2009) Chem. Eur. J. , vol.15 , pp. 1300-1308
- Sunderhaus, J.D.¹ Martin, S.F.²

8
- 70349912163
- N. Elders, D. van der Born, L. J. D. Hendrickx, B. J. J. Timmer, A. Krause, E. Janssen, F. J. J. de Kanter, E. Ruijter, R. V. A. Orru, Angew. Chem. 2009, 121, 5970; Angew. Chem. Int. Ed. 2009, 48, 5856-5859.
- (2009) Angew. Chem. , vol.121 , pp. 5970
- Elders, N.¹ Van Der Born, D.² Hendrickx, L.J.D.³ Timmer, B.J.J.⁴ Krause, A.⁵ Janssen, E.⁶ De Kanter, F.J.J.⁷ Ruijter, E.⁸ Orru, R.V.A.⁹

9
- 40949159648
- B. Groenendaal, D. J. Vugts, R. F. Schmitz, F. J. J. de Kanter, E. Ruijter, M. B. Groen, R. V. A. Orru, J. Org. Chem. 2008, 73, 719-722.
- (2008) J. Org. Chem. , vol.73 , pp. 719-722
- Groenendaal, B.¹ Vugts, D.J.² Schmitz, R.F.³ De Kanter, F.J.J.⁴ Ruijter, E.⁵ Groen, M.B.⁶ Orru, R.V.A.⁷

10
- 49549118032
- B. Groenendaal, E. Ruijter, F. J. J. de Kanter, M. Lutz, A. L. Spek, R. V. A. Orru, Org. Biomol. Chem. 2008, 6, 3158-3165.
- (2008) Org. Biomol. Chem. , vol.6 , pp. 3158-3165
- Groenendaal, B.¹ Ruijter, E.² De Kanter, F.J.J.³ Lutz, M.⁴ Spek, A.L.⁵ Orru, R.V.A.⁶

11
- 33845277540
- M. Paravidino, R. S. Bon, R. Scheffelaar, D. J. Vugts, A. Znabet, R. F. Schmitz, F. J. J. de Kanter, M. Lutz, A. L. Spek, M. B. Groen, R. V. A. Orru, Org. Lett. 2006, 8, 5369-5372.
- (2006) Org. Lett. , vol.8 , pp. 5369-5372
- Paravidino, M.¹ Bon, R.S.² Scheffelaar, R.³ Vugts, D.J.⁴ Znabet, A.⁵ Schmitz, R.F.⁶ De Kanter, F.J.J.⁷ Lutz, M.⁸ Spek, A.L.⁹ Groen, M.B.¹⁰ Orru, R.V.A.¹¹

12
- 77949304343
- R. Scheffelaar, M. Paravidino, A. Znabet, R. F. Schmitz, F. J. J. de Kanter, M. Lutz, A. L. Spek, C. Fonseca Guerra, F. M. Bickelhaupt, M. B. Groen, E. Ruijter, R. V. A. Orru, J. Org. Chem. 2010, 75, 1723-1732.
- (2010) J. Org. Chem. , vol.75 , pp. 1723-1732
- Scheffelaar, R.¹ Paravidino, M.² Znabet, A.³ Schmitz, R.F.⁴ De Kanter, F.J.J.⁵ Lutz, M.⁶ Spek, A.L.⁷ Fonseca Guerra, C.⁸ Bickelhaupt, F.M.⁹ Groen, M.B.¹⁰ Ruijter, E.¹¹ Orru, R.V.A.¹²

13
- 37549063611
- M. Paravidino, R. Scheffelaar, R. F. Schmitz, F. J. J. de Kanter, M. B. Groen, E. Ruijter, R. V. A. Orru, J. Org. Chem. 2007, 72, 10239-10242.
- (2007) J. Org. Chem. , vol.72 , pp. 10239-10242
- Paravidino, M.¹ Scheffelaar, R.² Schmitz, R.F.³ De Kanter, F.J.J.⁴ Groen, M.B.⁵ Ruijter, E.⁶ Orru, R.V.A.⁷

14
- 59649101845
- R. Scheffelaar, M. Paravidino, D. Muilwijk, M. Lutz, A. L. Spek, F. J. J. de Kanter, R. V. A. Orru, E. Ruijter, Org. Lett. 2009, 11, 125-128.
- (2009) Org. Lett. , vol.11 , pp. 125-128
- Scheffelaar, R.¹ Paravidino, M.² Muilwijk, D.³ Lutz, M.⁴ Spek, A.L.⁵ De Kanter, F.J.J.⁶ Orru, R.V.A.⁷ Ruijter, E.⁸

15
- 60849087692
- R. Scheffelaar, R. A. Klein Nijenhuis, M. Paravidino, M. Lutz, A. L. Spek, A. W. Ehlers, F. J. J. de Kanter, M. B. Groen, R. V. A. Orru, E. Ruijter, J. Org. Chem. 2009, 74, 660-668.
- (2009) J. Org. Chem. , vol.74 , pp. 660-668
- Scheffelaar, R.¹ Klein Nijenhuis, R.A.² Paravidino, M.³ Lutz, M.⁴ Spek, A.L.⁵ Ehlers, A.W.⁶ De Kanter, F.J.J.⁷ Groen, M.B.⁸ Orru, R.V.A.⁹ Ruijter, E.¹⁰

16
- 84855182153
- For a recent review on Pd-catalyzed cascade cyclizations, see
- For a recent review on Pd-catalyzed cascade cyclizations, see:, T. Vlaar, E. Ruijter, R. V. A. Orru, Adv. Synth. Catal. 2011, 353, 6324-6346.
- (2011) Adv. Synth. Catal. , vol.353 , pp. 6324-6346
- Vlaar, T.¹ Ruijter, E.² Orru, R.V.A.³

17
- 0025063287
- U. Fischer, H. Möhler, F. Schneider, U. Widmer, Helv. Chim. Acta 1990, 73, 763-781.
- (1990) Helv. Chim. Acta , vol.73 , pp. 763-781
- Fischer, U.¹ Möhler, H.² Schneider, F.³ Widmer, U.⁴

18
- 84855170819
- (Hoffmann-La Roche, Inc.), US4735940 A1
- U. Fischer, H. Möhler, F. Schneider, U. Widmer (Hoffmann-La Roche, Inc.), US4735940 A1, 1988.
- (1988)
- Fischer, U.¹

19
- 84855170818
- (Hoffmann-La Roche, Inc.), US5869500 A1
- G. H. Trottmann, R. Jakob-Roetne, R. D. Norcross, T. J. Woltering, S. Kolczewski (Hoffmann-La Roche, Inc.), US5869500 A1, 1999.
- (1999)
- Trottmann, G.H.¹ Jakob-Roetne, R.² Norcross, R.D.³ Woltering, T.J.⁴ Kolczewski, S.⁵

20
- 77955158288
- R. Riva, L. Banfi, A. Basso, V. Cerulli, G. Guanti, M. Pani, J. Org. Chem. 2010, 75, 5134-5143.
- (2010) J. Org. Chem. , vol.75 , pp. 5134-5143
- Riva, R.¹ Banfi, L.² Basso, A.³ Cerulli, V.⁴ Guanti, G.⁵ Pani, M.⁶

21
- 77951826645
- M. Bararjanian, S. Balalaie, F. Rominger, B. Movassagh, H. R. Bijanzadeh, J. Org. Chem. 2010, 75, 2806-2812.
- (2010) J. Org. Chem. , vol.75 , pp. 2806-2812
- Bararjanian, M.¹ Balalaie, S.² Rominger, F.³ Movassagh, B.⁴ Bijanzadeh, H.R.⁵

22
- 54049090070
- L. El Kaim, M. Gizzi, L. Grimaud, Org. Lett. 2008, 10, 3417-3419.
- (2008) Org. Lett. , vol.10 , pp. 3417-3419
- El Kaim, L.¹ Gizzi, M.² Grimaud, L.³

23
- 55449125092
- W.-M. Dai, J. Y. Shi, J. L. Wu, Synlett 2008, 2716-2720.
- (2008) Synlett , pp. 2716-2720
- Dai, W.-M.¹ Shi, J.Y.² Wu, J.L.³

24
- 36849027181
- T. P. Ribelin, A. S. Judd, I. Akritopoulou-Zanze, R. F. Henry, J. L. Cross, D. N. Whittern, S. W. Djuric, Org. Lett. 2007, 9, 5119-5122.
- (2007) Org. Lett. , vol.9 , pp. 5119-5122
- Ribelin, T.P.¹ Judd, A.S.² Akritopoulou-Zanze, I.³ Henry, R.F.⁴ Cross, J.L.⁵ Whittern, D.N.⁶ Djuric, S.W.⁷

25
- 35548975293
- J. D. Sunderhaus, C. Dockendorff, S. F. Martin, Org. Lett. 2007, 9, 4223-4226.
- (2007) Org. Lett. , vol.9 , pp. 4223-4226
- Sunderhaus, J.D.¹ Dockendorff, C.² Martin, S.F.³

26
- 33744519893
- C. Kalinski, M. Umkehrer, J. Schmidt, G. Ross, J. Kolb, C. Burdack, W. Hiller, S. D. Hoffmann, Tetrahedron Lett. 2006, 47, 4683-4686.
- (2006) Tetrahedron Lett. , vol.47 , pp. 4683-4686
- Kalinski, C.¹ Umkehrer, M.² Schmidt, J.³ Ross, G.⁴ Kolb, J.⁵ Burdack, C.⁶ Hiller, W.⁷ Hoffmann, S.D.⁸

27
- 33644764945
- M. Umkehrer, C. Kalinski, J. Kolb, C. Burdack, Tetrahedron Lett. 2006, 47, 2391-2393.
- (2006) Tetrahedron Lett. , vol.47 , pp. 2391-2393
- Umkehrer, M.¹ Kalinski, C.² Kolb, J.³ Burdack, C.⁴

28
- 4544317487
- Z. Xiang, T. Luo, K. Lu, J. Cui, X. Shi, R. Fathi, J. Chen, Z. Yang, Org. Lett. 2004, 6, 3155-3158.
- (2004) Org. Lett. , vol.6 , pp. 3155-3158
- Xiang, Z.¹ Luo, T.² Lu, K.³ Cui, J.⁴ Shi, X.⁵ Fathi, R.⁶ Chen, J.⁷ Yang, Z.⁸

29
- 0142156024
- D. J. Vugts, H. Jansen, R. F. Schmitz, F. J. J. de Kanter, R. V. A. Orru, Chem. Commun. 2003, 2594-2595.
- (2003) Chem. Commun. , pp. 2594-2595
- Vugts, D.J.¹ Jansen, H.² Schmitz, R.F.³ De Kanter, F.J.J.⁴ Orru, R.V.A.⁵

30
- 33749031569
- D. J. Vugts, M. M. Koningstein, R. F. Schmitz, F. J. J. de Kanter, M. B. Groen, R. V. A. Orru, Chem. Eur. J. 2006, 12, 7178-7189.
- (2006) Chem. Eur. J. , vol.12 , pp. 7178-7189
- Vugts, D.J.¹ Koningstein, M.M.² Schmitz, R.F.³ De Kanter, F.J.J.⁴ Groen, M.B.⁵ Orru, R.V.A.⁶

31
- 0142042901
- R. S. Bon, C. Hong, M. J. Bouma, R. F. Schmitz, F. J. J. de Kanter, M. Lutz, A. L. Spek, R. V. A. Orru, Org. Lett. 2003, 5, 3759-3762.
- (2003) Org. Lett. , vol.5 , pp. 3759-3762
- Bon, R.S.¹ Hong, C.² Bouma, M.J.³ Schmitz, R.F.⁴ De Kanter, F.J.J.⁵ Lutz, M.⁶ Spek, A.L.⁷ Orru, R.V.A.⁸

32
- 20244384429
- R. S. Bon, B. van Vliet, N. E. Sprenkels, R. F. Schmitz, F. J. J. de Kanter, C. V. Stevens, M. Swart, F. M. Bickelhaupt, M. B. Groen, R. V. A. Orru, J. Org. Chem. 2005, 70, 3542-3553.
- (2005) J. Org. Chem. , vol.70 , pp. 3542-3553
- Bon, R.S.¹ Van Vliet, B.² Sprenkels, N.E.³ Schmitz, R.F.⁴ De Kanter, F.J.J.⁵ Stevens, C.V.⁶ Swart, M.⁷ Bickelhaupt, F.M.⁸ Groen, M.B.⁹ Orru, R.V.A.¹⁰

33
- 34547636726
- N. Elders, R. F. Schmitz, F. J. J. de Kanter, E. Ruijter, M. B. Groen, R. V. A. Orru, J. Org. Chem. 2007, 72, 6135-6142.
- (2007) J. Org. Chem. , vol.72 , pp. 6135-6142
- Elders, N.¹ Schmitz, R.F.² De Kanter, F.J.J.³ Ruijter, E.⁴ Groen, M.B.⁵ Orru, R.V.A.⁶

34
- 34147159549
- H. Sugiyama, M. Yoshida, K. Mori, T. Kawamoto, S. Sogabe, T. Takagi, H. Oki, T. Tanaka, H. Kimura, Y. Ikeura, Chem. Pharm. Bull. 2007, 55, 613-624.
- (2007) Chem. Pharm. Bull. , vol.55 , pp. 613-624
- Sugiyama, H.¹ Yoshida, M.² Mori, K.³ Kawamoto, T.⁴ Sogabe, S.⁵ Takagi, T.⁶ Oki, H.⁷ Tanaka, T.⁸ Kimura, H.⁹ Ikeura, Y.¹⁰

35
- 0022544891
- K. W. Pankiewicz, B. C. Nawrot, K. A. Watanabe, J. Org. Chem. 1986, 51, 1525-1529.
- (1986) J. Org. Chem. , vol.51 , pp. 1525-1529
- Pankiewicz, K.W.¹ Nawrot, B.C.² Watanabe, K.A.³

36
- 84890688146
- rd ed., John Wiley & Sons, Chichester, United Kingdom
- rd ed., John Wiley & Sons, Chichester, United Kingdom, 2009.
- (2009) Medicinal Natural Products: A Biosynthetic Approach
- Dewick, P.M.¹

37
- 77957104817
- For an earlier diversity-oriented attempt to synthetic analogs of this class of alkaloids, see
- For an earlier diversity-oriented attempt to synthetic analogs of this class of alkaloids, see:, E. Ruijter, J. Garcia-Hartjes, F. Hoffmann, L. T. M. van Wandelen, E. Janssen, F. J. J. de Kanter, R. V. A. Orru, Synlett 2010, 2485-2489.
- (2010) Synlett , pp. 2485-2489
- Ruijter, E.¹ Garcia-Hartjes, J.² Hoffmann, F.³ Van Wandelen, L.T.M.⁴ Janssen, E.⁵ De Kanter, F.J.J.⁶ Orru, R.V.A.⁷

38
- 34548024885
- For a review of the anticancer activity of protoberberine and related alkaloids, see
- For a review of the anticancer activity of protoberberine and related alkaloids, see:, M. Maiti, G. S. Kumar, Med. Res. Rev. 2007, 27, 649-695.
- (2007) Med. Res. Rev. , vol.27 , pp. 649-695
- Maiti, M.¹ Kumar, G.S.²

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