SCOPUS 정보 검색 플랫폼

Tetrahedron

Volumn 67, Issue 47, 2011, Pages 9134-9141

Pd-catalyzed synthesis of 3-(diarylmethylene)-2-oxindoles and 3-(arylmethylene)-2-oxindoles

(5) Balalaie, Saeed a Motaghedi, Hassan a Bararjanian, Morteza a Tahmassebi, Daryoush b Bijanzadeh, Hamid Reza c

a K N TOOSI UNIVERSITY OF TECHNOLOGY (Iran)

b INDIANA UNIVERSITY PURDUE UNIVERSITY FORT WAYNE (United States)

c TARBIAT MODARES UNIVERSITY (Iran)

Author keywords

3 (Arylmethylene) 2 oxindoles; 3 (Diarylmethylene) 2 oxindoles; Modified Heck reaction; Palladium catalyst

Indexed keywords

3 [4 METHYL 2 (2 OXO 3 INDOLINYLMETHYLIDENYL) 3 PYRROLYL]PROPIONIC ACID; OXINDOLE; PALLADIUM; SEMAXANIB; SU 4984; SUNITINIB; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; ONE POT SYNTHESIS; PRIORITY JOURNAL; RING CLOSING METATHESIS; STEREOCHEMISTRY;

EID: 80054737034 PISSN: 00404020 EISSN: 14645416 Source Type: Journal
DOI: 10.1016/j.tet.2011.09.089 Document Type: Article

Times cited : (22)

References (60)

1
- 0032474915
- L. Sun, N. Tran, F. Tang, H. App, P. Hirth, G. McMahon, and C. Tang J. Med. Chem. 41 1998 2588
- (1998) J. Med. Chem. , vol.41 , pp. 2588
- Sun, L.¹ Tran, N.² Tang, F.³ App, H.⁴ Hirth, P.⁵ McMahon, G.⁶ Tang, C.⁷

2
- 0038746733
- S. Hauf, R.W. Cole, S. Laterra, C. Zimmer, G. Schnapp, R. Walter, A. Heckel, J. van Meel, C.L. Rieder, and J.M. Peters J. Cell Biol. 161 2003 281
- (2003) J. Cell Biol. , vol.161 , pp. 281
- Hauf, S.¹ Cole, R.W.² Laterra, S.³ Zimmer, C.⁴ Schnapp, G.⁵ Walter, R.⁶ Heckel, A.⁷ Van Meel, J.⁸ Rieder, C.L.⁹ Peters, J.M.¹⁰

3
- 1642323740
- M.E.M. Noble, J.A. Endicott, and L.N. Johnson Science 303 2004 1800
- (2004) Science , vol.303 , pp. 1800
- Noble, M.E.M.¹ Endicott, J.A.² Johnson, L.N.³

4
- 33845781027
- G. Cerchiaro, and A.M. da Costa Ferreira J. Braz. Chem. Soc. 17 2006 1473
- (2006) J. Braz. Chem. Soc. , vol.17 , pp. 1473
- Cerchiaro, G.¹ Da Costa Ferreira, A.M.²

5
- 0030945871
- M. Mohammadi, G. McMahon, L. Sun, C. Tang, P. Hirth, B.K. Yeh, S.R. Hubbard, and J. Schlessinger Science 276 1997 955
- (1997) Science , vol.276 , pp. 955
- Mohammadi, M.¹ McMahon, G.² Sun, L.³ Tang, C.⁴ Hirth, P.⁵ Yeh, B.K.⁶ Hubbard, S.R.⁷ Schlessinger, J.⁸

6
- 0034644272
- L. Sun, N. Tran, C. Liang, S. Hubbard, F. Tang, K. Lipson, R. Schreck, Y. Zhou, G. McMahon, and C. Tang J. Med. Chem. 43 2000 2655
- (2000) J. Med. Chem. , vol.43 , pp. 2655
- Sun, L.¹ Tran, N.² Liang, C.³ Hubbard, S.⁴ Tang, F.⁵ Lipson, K.⁶ Schreck, R.⁷ Zhou, Y.⁸ McMahon, G.⁹ Tang, C.¹⁰

7
- 0034632804
- M. Vieth, and D.J. Cummins J. Med. Chem. 43 2000 3020
- (2000) J. Med. Chem. , vol.43 , pp. 3020
- Vieth, M.¹ Cummins, D.J.²

8
- 0035818942
- H.N. Bramson, J. Corona, S.T. Davis, S.H. Dickerson, M. Edelstein, S.V. Frye, R.T. Gampe Jr., P.A. Harris, A. Hassell, W.D. Holmes, R.N. Hunter, K.E. Lackey, B. Lovejoy, M.J.J. Luzzio, V. Montana, W.J. Rocque, D. Rusnak, L. Schewchuk, J.M. Veal, D.H. Walker, and L.F. Kuyper J. Med. Chem. 44 2001 4339
- (2001) J. Med. Chem. , vol.44 , pp. 4339
- Bramson, H.N.¹ Corona, J.² Davis, S.T.³ Dickerson, S.H.⁴ Edelstein, M.⁵ Frye, S.V.⁶ Gampe, Jr.R.T.⁷ Harris, P.A.⁸ Hassell, A.⁹ Holmes, W.D.¹⁰ Hunter, R.N.¹¹ Lackey, K.E.¹² Lovejoy, B.¹³ Luzzio, M.J.J.¹⁴ Montana, V.¹⁵ Rocque, W.J.¹⁶ Rusnak, D.¹⁷ Schewchuk, L.¹⁸ Veal, J.M.¹⁹ Walker, D.H.²⁰ Kuyper, L.F.²¹ more..

9
- 0037468875
- L. Sun, C. Liang, S. Shirazian, Y. Zhou, T. Miller, J. Cui, J.Y. Fukuda, J.-Y. Chu, A. Nematalla, X. Wang, H. Chen, A. Sistla, T.C. Luu, F. Tang, J. Wei, and C. Tang J. Med. Chem. 46 2003 1116
- (2003) J. Med. Chem. , vol.46 , pp. 1116
- Sun, L.¹ Liang, C.² Shirazian, S.³ Zhou, Y.⁴ Miller, T.⁵ Cui, J.⁶ Fukuda, J.Y.⁷ Chu, J.-Y.⁸ Nematalla, A.⁹ Wang, X.¹⁰ Chen, H.¹¹ Sistla, A.¹² Luu, T.C.¹³ Tang, F.¹⁴ Wei, J.¹⁵ Tang, C.¹⁶

10
- 0042420753
- C.L. Woodard, Z. Li, A.K. Kathcart, J. Terrell, L. Gerena, M.L. Sanchez, D.E. Kyle, A.K. Bhattacharjee, D.A. Nichols, W. Ellis, S.T. Prigge, J.A. Geyer, and N.C. Waters J. Med. Chem. 46 2003 3877
- (2003) J. Med. Chem. , vol.46 , pp. 3877
- Woodard, C.L.¹ Li, Z.² Kathcart, A.K.³ Terrell, J.⁴ Gerena, L.⁵ Sanchez, M.L.⁶ Kyle, D.E.⁷ Bhattacharjee, A.K.⁸ Nichols, D.A.⁹ Ellis, W.¹⁰ Prigge, S.T.¹¹ Geyer, J.A.¹² Waters, N.C.¹³

11
- 13344261987
- R.P. Robinson, L.A. Reiter, W.E. Barth, A.M. Campeta, K. Cooper, B.J. Cronin, R. Destito, K.M. Donahue, F.C. Falkner, E.F. Fiese, D.L. Johnson, A.V. Kuperman, T.E. Liston, D. Malloy, J.J. Martin, D.Y. Mitchell, F.W. Rusek, S.L. Shamblin, and C.F. Wright J. Med. Chem. 39 1996 10
- (1996) J. Med. Chem. , vol.39 , pp. 10
- Robinson, R.P.¹ Reiter, L.A.² Barth, W.E.³ Campeta, A.M.⁴ Cooper, K.⁵ Cronin, B.J.⁶ Destito, R.⁷ Donahue, K.M.⁸ Falkner, F.C.⁹ Fiese, E.F.¹⁰ Johnson, D.L.¹¹ Kuperman, A.V.¹² Liston, T.E.¹³ Malloy, D.¹⁴ Martin, J.J.¹⁵ Mitchell, D.Y.¹⁶ Rusek, F.W.¹⁷ Shamblin, S.L.¹⁸ Wright, C.F.¹⁹

12
- 12244301581
- D.B. Mendel, A.D. Laird, X. Xin, S.G. Louie, J.G. Christensen, G. Li, R.E. Schreck, T.J. Abrams, T.J. Ngai, L.B. Lee, L.J. Murray, J. Carver, E. Chan, K.G. Moss, J.O. Haznedar, J. Sukbuntherng, R.A. Blake, L. Sun, C. Tang, T. Miller, S. Shirazian, G. McMahon, and J.M. Cherrington Clin. Cancer Res. 9 2003 327
- (2003) Clin. Cancer Res. , vol.9 , pp. 327
- Mendel, D.B.¹ Laird, A.D.² Xin, X.³ Louie, S.G.⁴ Christensen, J.G.⁵ Li, G.⁶ Schreck, R.E.⁷ Abrams, T.J.⁸ Ngai, T.J.⁹ Lee, L.B.¹⁰ Murray, L.J.¹¹ Carver, J.¹² Chan, E.¹³ Moss, K.G.¹⁴ Haznedar, J.O.¹⁵ Sukbuntherng, J.¹⁶ Blake, R.A.¹⁷ Sun, L.¹⁸ Tang, C.¹⁹ Miller, T.²⁰ more..

13
- 34250020187
- C. Le Tourneau, E. Raymond, and S. Faivre Ther. Clin. Risk Manage. 3 2007 341
- (2007) Ther. Clin. Risk Manage. , vol.3 , pp. 341
- Le Tourneau, C.¹ Raymond, E.² Faivre, S.³

14
- 0034684516
- D. Ma, and Q. Wu Tetrahedron Lett. 41 2000 9089
- (2000) Tetrahedron Lett. , vol.41 , pp. 9089
- Ma, D.¹ Wu, Q.²

15
- 0035906945
- S. Lin, and S.J. Danishefsky Angew. Chem., Int. Ed. 40 2001 1967
- (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 1967
- Lin, S.¹ Danishefsky, S.J.²

16
- 0035817973
- M. Inoue, H. Furuyama, H. Sakazaki, and M. Hirama Org. Lett. 3 2001 2863
- (2001) Org. Lett. , vol.3 , pp. 2863
- Inoue, M.¹ Furuyama, H.² Sakazaki, H.³ Hirama, M.⁴

17
- 0036462506
- S. Lin, and S.J. Danishefsky Angew. Chem., Int. Ed. 41 2002 512
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 512
- Lin, S.¹ Danishefsky, S.J.²

18
- 0036494798
- M. Kaiser, M. Groll, C. Renner, R. Huber, and L. Moroder Angew. Chem., Int. Ed. 41 2002 780
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 780
- Kaiser, M.¹ Groll, M.² Renner, C.³ Huber, R.⁴ Moroder, L.⁵

19
- 0037790663
- B.K. Albrecht, and R.M. Williams Org. Lett. 5 2003 197
- (2003) Org. Lett. , vol.5 , pp. 197
- Albrecht, B.K.¹ Williams, R.M.²

20
- 2442659012
- S. Lin, Z.-Q. Yang, B.H.B. Kwok, M. Koldobskiy, C.M. Crews, and S.J. Danishefsky J. Am. Chem. Soc. 126 2004 6347
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 6347
- Lin, S.¹ Yang, Z.-Q.² Kwok, B.H.B.³ Koldobskiy, M.⁴ Crews, C.M.⁵ Danishefsky, S.J.⁶

21
- 85011135973
- K. Hata, K. Baba, and M. Kozawa Chem. Pharm. Bull. 26 1978 2279
- (1978) Chem. Pharm. Bull. , vol.26 , pp. 2279
- Hata, K.¹ Baba, K.² Kozawa, M.³

22
- 0031040954
- X. Wu, Y. Liu, W. Sheng, J. Sun, and G. Qin Planta Med. 63 1997 55
- (1997) Planta Med. , vol.63 , pp. 55
- Wu, X.¹ Liu, Y.² Sheng, W.³ Sun, J.⁴ Qin, G.⁵

23
- 31344453998
- L. Zhou, J.-S. Yang, X. Wu, J.-H. Zou, X.-D. Xu, and G.-Z. Tu Heterocycles 65 2005 1409
- (2005) Heterocycles , vol.65 , pp. 1409
- Zhou, L.¹ Yang, J.-S.² Wu, X.³ Zou, J.-H.⁴ Xu, X.-D.⁵ Tu, G.-Z.⁶

24
- 0030497477
- M. Inoue, N. Mori, H. Yamanaka, T. Tsurushima, H. Miyagawa, and T. Ueno J. Chem. Ecol. 22 1996 2111
- (1996) J. Chem. Ecol. , vol.22 , pp. 2111
- Inoue, M.¹ Mori, N.² Yamanaka, H.³ Tsurushima, T.⁴ Miyagawa, H.⁵ Ueno, T.⁶

25
- 33846575668
- T.-M. Yang, and G. Liu J. Comb. Chem. 9 2007 86
- (2007) J. Comb. Chem. , vol.9 , pp. 86
- Yang, T.-M.¹ Liu, G.²

26
- 77955674388
- references cited therein
- A. Millemaggi, and R.J.K. Taylor Eur. J. Org. Chem. 2010 4527 and references cited therein
- (2010) Eur. J. Org. Chem. , pp. 4527
- Millemaggi, A.¹ Taylor, R.J.K.²

27
- 66749105664
- A. Millemaggi, A. Perry, A.C. Whitwood, and R.J.K. Taylor Eur. J. Org. Chem. 2009 2947
- (2009) Eur. J. Org. Chem. , pp. 2947
- Millemaggi, A.¹ Perry, A.² Whitwood, A.C.³ Taylor, R.J.K.⁴

28
- 34548185688
- S. Tang, Q. Yu, P. Peng, J.H. Li, P. Zhong, and R.Y. Tang Org. Lett. 9 2007 3413
- (2007) Org. Lett. , vol.9 , pp. 3413
- Tang, S.¹ Yu, Q.² Peng, P.³ Li, J.H.⁴ Zhong, P.⁵ Tang, R.Y.⁶

29
- 17744380007
- W.S. Cheung, R.J. Patch, and M.R. Player J. Org. Chem. 70 2005 3741
- (2005) J. Org. Chem. , vol.70 , pp. 3741
- Cheung, W.S.¹ Patch, R.J.² Player, M.R.³

30
- 27544445308
- R. Yanada, S. Obika, Y. Kobayashi, T. Inokuma, M. Oyama, K. Yanada, and T. Takemoto Adv. Synth. Catal. 347 2005 1632
- (2005) Adv. Synth. Catal. , vol.347 , pp. 1632
- Yanada, R.¹ Obika, S.² Kobayashi, Y.³ Inokuma, T.⁴ Oyama, M.⁵ Yanada, K.⁶ Takemoto, T.⁷

31
- 4344696229
- R. Yanada, S. Obika, M. Oyama, and T. Takemoto Org. Lett. 6 2004 2825
- (2004) Org. Lett. , vol.6 , pp. 2825
- Yanada, R.¹ Obika, S.² Oyama, M.³ Takemoto, T.⁴

32
- 11244299323
- D.M. D'Souza, F. Rominger, and T.J.J. Mueller Angew. Chem., Int. Ed. 44 2005 153
- (2005) Angew. Chem., Int. Ed. , vol.44 , pp. 153
- D'Souza, D.M.¹ Rominger, F.² Mueller, T.J.J.³

33
- 45549107152
- S. Tang, P. Peng, S.F. Pi, Y. Liang, N.X. Wang, and J.H. Li Org. Lett. 10 2008 1179
- (2008) Org. Lett. , vol.10 , pp. 1179
- Tang, S.¹ Peng, P.² Pi, S.F.³ Liang, Y.⁴ Wang, N.X.⁵ Li, J.H.⁶

34
- 48249110557
- S. Tang, P. Peng, Z.Q. Wang, B.X. Tang, C.L. Deng, J.H. Li, P. Zhong, and N.X. Wang Org. Lett. 10 2008 1875
- (2008) Org. Lett. , vol.10 , pp. 1875
- Tang, S.¹ Peng, P.² Wang, Z.Q.³ Tang, B.X.⁴ Deng, C.L.⁵ Li, J.H.⁶ Zhong, P.⁷ Wang, N.X.⁸

35
- 48249103886
- S. Tang, P. Peng, P. Zhong, and J.H. Li J. Org. Chem. 73 2008 5476
- (2008) J. Org. Chem. , vol.73 , pp. 5476
- Tang, S.¹ Peng, P.² Zhong, P.³ Li, J.H.⁴

36
- 0042379984
- A.B. Dounay, and L.E. Overman Chem. Rev. 103 2003 2945
- (2003) Chem. Rev. , vol.103 , pp. 2945
- Dounay, A.B.¹ Overman, L.E.²

37
- 34250627489
- D.M. D'Souza, and T.J. Müller J. Chem. Soc. Rev. 36 2007 1095
- (2007) J. Chem. Soc. Rev. , vol.36 , pp. 1095
- D'Souza, D.M.¹ Müller, T.J.²

38
- 77955163336
- D.M. D'Souza, C. Muschelknautz, F. Rominger, and T.J. Müller J. Org. Lett. 12 2010 3364
- (2010) J. Org. Lett. , vol.12 , pp. 3364
- D'Souza, D.M.¹ Muschelknautz, C.² Rominger, F.³ Müller, T.J.⁴

39
- 33846918696
- D. Alberico, M.E. Scott, and M. Lautens Chem. Rev. 107 2007 174
- (2007) Chem. Rev. , vol.107 , pp. 174
- Alberico, D.¹ Scott, M.E.² Lautens, M.³

40
- 36849030278
- E.M. Beccalli, G. Broggini, M. Martielli, and S. Scottocornola Chem. Rev. 107 2007 5318
- (2007) Chem. Rev. , vol.107 , pp. 5318
- Beccalli, E.M.¹ Broggini, G.² Martielli, M.³ Scottocornola, S.⁴

41
- 77949381429
- M. Sanford, and T.W. Lyons Chem. Rev. 110 2010 1147
- (2010) Chem. Rev. , vol.110 , pp. 1147
- Sanford, M.¹ Lyons, T.W.²

42
- 33749023851
- F. Bonnaterre, M. Bois-Choussy, and J. Zhu Org. Lett. 8 2006 4351
- (2006) Org. Lett. , vol.8 , pp. 4351
- Bonnaterre, F.¹ Bois-Choussy, M.² Zhu, J.³

43
- 65249116566
- W. Erb, N. Neuville, and J. Zhu J. Org. Chem. 74 2009 3109
- (2009) J. Org. Chem. , vol.74 , pp. 3109
- Erb, W.¹ Neuville, N.² Zhu, J.³

44
- 33750346700
- A. Pinto, L. Neuville, P. Retailleau, and J. Zhu Org. Lett. 8 2006 4927
- (2006) Org. Lett. , vol.8 , pp. 4927
- Pinto, A.¹ Neuville, L.² Retailleau, P.³ Zhu, J.⁴

45
- 34250838053
- A. Pinto, L. Neuville, and J. Zhu Angew. Chem., Int. Ed. 46 2007 3291
- (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 3291
- Pinto, A.¹ Neuville, L.² Zhu, J.³

46
- 65549088656
- A. Pinto, L. Neuville, and J. Zhu Tetrahedron Lett. 50 2009 3602
- (2009) Tetrahedron Lett. , vol.50 , pp. 3602
- Pinto, A.¹ Neuville, L.² Zhu, J.³

47
- 4444377864
- B.J. Hare, W.P. Walters, P.R. Caron, and G.W. Bemis J. Med. Chem. 47 2004 4731
- (2004) J. Med. Chem. , vol.47 , pp. 4731
- Hare, B.J.¹ Walters, W.P.² Caron, P.R.³ Bemis, G.W.⁴

48
- 33846899405
- J.J.-L. Liao J. Med. Chem. 50 2007 409
- (2007) J. Med. Chem. , vol.50 , pp. 409
- Liao, J.J.-L.¹

49
- 36148943501
- P.P. Graczyk J. Med. Chem. 50 2007 5773
- (2007) J. Med. Chem. , vol.50 , pp. 5773
- Graczyk, P.P.¹

50
- 77951826645
- M. Bararjanian, S. Balalaie, F. Rominger, B. Movassagh, and H.R. Bijanzadeh J. Org. Chem. 75 2010 2806
- (2010) J. Org. Chem. , vol.75 , pp. 2806
- Bararjanian, M.¹ Balalaie, S.² Rominger, F.³ Movassagh, B.⁴ Bijanzadeh, H.R.⁵

51
- 79952572565
- M. Bararjanian, S. Hosseinzadeh, S. Balalaie, and H.R. Bijanzadeh Tetrahedron 67 2011 2644
- (2011) Tetrahedron , vol.67 , pp. 2644
- Bararjanian, M.¹ Hosseinzadeh, S.² Balalaie, S.³ Bijanzadeh, H.R.⁴

52
- 79957611195
- M. Bararjanian, S. Hosseinzadeh, S. Balalaie, H.R. Bijanzadeh, and E. Wolf Tetrahedron Lett. 52 2011 3329
- (2011) Tetrahedron Lett. , vol.52 , pp. 3329
- Bararjanian, M.¹ Hosseinzadeh, S.² Balalaie, S.³ Bijanzadeh, H.R.⁴ Wolf, E.⁵

53
- 80054770616
- U.S. Patent 3,210,420
- Miller, L.A.; Kirkwood, M. U.S. Patent 3,210,420, 1965.
- (1965)
- Miller, L.A.¹ Kirkwood, M.²

54
- 84986716703
- Y. Tohda, K. Sonogashira, and N. Hagihara Synthesis 1977 777
- (1977) Synthesis , pp. 777
- Tohda, Y.¹ Sonogashira, K.² Hagihara, N.³

55
- 62349093375
- L. Feray, P. Perfetti, and M.P. Bertrand Synlett 2009 89
- (2009) Synlett , pp. 89
- Feray, L.¹ Perfetti, P.² Bertrand, M.P.³

56
- 0002162141
- B. Gabriele, G. Salerno, L. Veltri, and M. Costa J. Organomet. Chem. 622 2001 84
- (2001) J. Organomet. Chem. , vol.622 , pp. 84
- Gabriele, B.¹ Salerno, G.² Veltri, L.³ Costa, M.⁴

57
- 80054727653
- P. Plastina, G. Salerno, and R. Mancuso Synthesis 2006 4247
- (2006) Synthesis , pp. 4247
- Plastina, P.¹ Salerno, G.² Mancuso, R.³

58
- 0040180531
- F. Rebolledo, R. Brieva, and V. Gotor Tetrahedron Lett. 30 1989 5345
- (1989) Tetrahedron Lett. , vol.30 , pp. 5345
- Rebolledo, F.¹ Brieva, R.² Gotor, V.³

59
- 7444244950
- H. Sashida, and H. Satoh Chem. Pharm. Bull. 52 2004 413
- (2004) Chem. Pharm. Bull. , vol.52 , pp. 413
- Sashida, H.¹ Satoh, H.²

60
- 0000175868
- H. Sashida Heterocycles 48 1998 631
- (1998) Heterocycles , vol.48 , pp. 631
- Sashida, H.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.