SCOPUS 정보 검색 플랫폼

Volumn 52, Issue 18, 2011, Pages 2299-2301

Solvent-free reaction between acenaphthoquinone, various benzils and ammonium acetate: Synthesis of 9,10-diaryl-7H-benzo[d,e]imidazo[2,1-a] isoquinolin-7-ones

(5) Adib, Mehdi a Mohammadi, Bagher b Ansari, Samira a Bijanzadeh, Hamid Reza c Zhu, Long Guan d

a UNIVERSITY OF TEHRAN (Iran)

b ISLAMIC AZAD UNIVERSITY (Iran)

c TARBIAT MODARES UNIVERSITY (Iran)

d ZHEJIANG UNIVERSITY (China)

Author keywords

9,10 Diaryl 7H benzo d,e imidazo 2,1 a isoquinolin 7 ones; Acenaphthoquinone; Benzils; Imidazole synthesis

Indexed keywords

9,10 DIARYL 7H BENZO[D,E]IMIDAZO[2,1 ALPHA]ISOQUINOLIN 7 ONE DERIVATIVE; ACENAPHTHOQUINONE; ACID ANHYDRIDE; AMMONIUM ACETATE; CARBOXYLIC ACID; IMIDAZOLE DERIVATIVE; ISOQUINOLINE DERIVATIVE; NAPHTHOQUINONE; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; BIOLOGICAL ACTIVITY; BIOTRANSFORMATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; COPE REARRANGEMENT; CRYSTAL STRUCTURE; CYCLIZATION; HEATING; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS; X RAY ANALYSIS;

EID: 79953300901 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/j.tetlet.2011.01.091 Document Type: Article

Times cited : (17)

References (47)

1
- 84943408843
- M.R. Grimmett A.R. Katritzky, C.W. Rees, K.T. Potts, Comprehensive Heterocyclic Chemistry I Vol. 5 1984 Pergamon Press New York 457 497
- (1984) Comprehensive Heterocyclic Chemistry i , vol.5 , pp. 457-497
- Grimmett, M.R.¹

2
- 0002397515
- M.R. Grimmett A.R. Katritzky, C.W. Rees, E.F.V. Scriven, Comprehensive Heterocyclic Chemistry II Vol. 3 1996 Pergamon Press New York 77 220
- (1996) Comprehensive Heterocyclic Chemistry II , vol.3 , pp. 77-220
- Grimmett, M.R.¹

3
- 84906445050
- N. Xi, Q. Huang, and L. Liu A.R. Katritzky, C.A. Ramsden, E.F.V. Scriven, R.J.K. Taylor, Comprehensive Heterocyclic Chemistry III Vol. 4 2008 Elsevier Science Oxford 143 348 and references therein
- (2008) Comprehensive Heterocyclic Chemistry III , vol.4 , pp. 143-348
- Xi, N.¹ Huang, Q.² Liu, L.³

4
- 33644853786
- L. De Luca Curr. Med. Chem. 13 2006 1 23
- (2006) Curr. Med. Chem. , vol.13 , pp. 1-23
- De Luca, L.¹

5
- 0026703849
- D.M. Rotstein, D.J. Kertesz, K.A.M. Walker, and D.C. Swinney J. Med. Chem. 35 1992 2818 2825
- (1992) J. Med. Chem. , vol.35 , pp. 2818-2825
- Rotstein, D.M.¹ Kertesz, D.J.² Walker, K.A.M.³ Swinney, D.C.⁴

6
- 0028605318
- J.C. Lee, J.T. Laydon, P.C. McDonnell, T.F. Gallagher, S. Kumar, D. Green, D. McNulty, M.J. Blumenthal, J.R. Keys, S.W.L. Vatter, J.E. Strickler, M.M. McLaughlin, I.R. Siemens, S.M. Fisher, G.P. Livi, J.R. White, J.L. Adams, and P.R. Young Nature 372 1994 739 746
- (1994) Nature , vol.372 , pp. 739-746
- Lee, J.C.¹ Laydon, J.T.² McDonnell, P.C.³ Gallagher, T.F.⁴ Kumar, S.⁵ Green, D.⁶ McNulty, D.⁷ Blumenthal, M.J.⁸ Keys, J.R.⁹ Vatter, S.W.L.¹⁰ Strickler, J.E.¹¹ McLaughlin, M.M.¹² Siemens, I.R.¹³ Fisher, S.M.¹⁴ Livi, G.P.¹⁵ White, J.R.¹⁶ Adams, J.L.¹⁷ Young, P.R.¹⁸

7
- 27944490693
- A.K. Takle, M.J.B. Brown, S. Davies, D.K. Dean, G. Francis, A. Gaiba, A.W. Hird, F.D. King, P.J. Lovell, A. Naylor, A.D. Reith, J.G. Steadman, and D.M. Wilson Bioorg. Med. Chem. Lett. 16 2006 378 381
- (2006) Bioorg. Med. Chem. Lett. , vol.16 , pp. 378-381
- Takle, A.K.¹ Brown, M.J.B.² Davies, S.³ Dean, D.K.⁴ Francis, G.⁵ Gaiba, A.⁶ Hird, A.W.⁷ King, F.D.⁸ Lovell, P.J.⁹ Naylor, A.¹⁰ Reith, A.D.¹¹ Steadman, J.G.¹² Wilson, D.M.¹³

8
- 0030919185
- I.K. Khanna, R.M. Weier, Y. Yu, X.D. Xu, F.J. Koszyk, P.W. Collins, C.M. Koboldt, A.W. Veenhuizen, W.E. Perkins, J.J. Casler, J.L. Masferrer, Y.Y. Zhang, S.A. Gregory, K. Seibert, and P.C. Isakson J. Med. Chem. 40 1997 1634 1647
- (1997) J. Med. Chem. , vol.40 , pp. 1634-1647
- Khanna, I.K.¹ Weier, R.M.² Yu, Y.³ Xu, X.D.⁴ Koszyk, F.J.⁵ Collins, P.W.⁶ Koboldt, C.M.⁷ Veenhuizen, A.W.⁸ Perkins, W.E.⁹ Casler, J.J.¹⁰ Masferrer, J.L.¹¹ Zhang, Y.Y.¹² Gregory, S.A.¹³ Seibert, K.¹⁴ Isakson, P.C.¹⁵

9
- 20144379406
- J.H.M. Lange, H.H. Van Stuivenberg, H.K.A.C. Coolen, T.J.P. Adolfs, A.C. McCreary, H.G. Keizer, H.C. Wals, W. Veerman, A.J.M. Borst, W. de Looff, P.C. Verveer, and C.G. Kruse J. Med. Chem. 48 2005 1823 1838
- (2005) J. Med. Chem. , vol.48 , pp. 1823-1838
- Lange, J.H.M.¹ Van Stuivenberg, H.H.² Coolen, H.K.A.C.³ Adolfs, T.J.P.⁴ McCreary, A.C.⁵ Keizer, H.G.⁶ Wals, H.C.⁷ Veerman, W.⁸ Borst, A.J.M.⁹ De Looff, W.¹⁰ Verveer, P.C.¹¹ Kruse, C.G.¹²

10
- 0033535449
- S.E. de Laszlo, C. Hacker, B. Li, D. Kim, M. MacCoss, N. Mantlo, J.V. Pivnichny, L. Colwell, G.E. Koch, M.A. Cascieri, and W.K. Hagmann Bioorg. Med. Chem. Lett. 9 1999 641 646
- (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 641-646
- De Laszlo, S.E.¹ Hacker, C.² Li, B.³ Kim, D.⁴ MacCoss, M.⁵ Mantlo, N.⁶ Pivnichny, J.V.⁷ Colwell, L.⁸ Koch, G.E.⁹ Cascieri, M.A.¹⁰ Hagmann, W.K.¹¹

11
- 0032102902
- P.A. Eyers, M. Craxton, N. Morrice, P. Cohen, and M. Goedert Chem. Biol. 5 1998 321 328
- (1998) Chem. Biol. , vol.5 , pp. 321-328
- Eyers, P.A.¹ Craxton, M.² Morrice, N.³ Cohen, P.⁴ Goedert, M.⁵

12
- 0034214366
- M.J. Newman, J.C. Rodarte, K.D. Benbatoul, S.J. Romano, C. Zhang, S. Krane, E.J. Moran, R.T. Uyeda, R. Dixon, E.S. Guns, and L.D. Mayer Cancer Res. 60 2000 2964 2972
- (2000) Cancer Res. , vol.60 , pp. 2964-2972
- Newman, M.J.¹ Rodarte, J.C.² Benbatoul, K.D.³ Romano, S.J.⁴ Zhang, C.⁵ Krane, S.⁶ Moran, E.J.⁷ Uyeda, R.T.⁸ Dixon, R.⁹ Guns, E.S.¹⁰ Mayer, L.D.¹¹

13
- 0033526026
- M. Antolini, A. Bozzoli, C. Ghiron, G. Kennedy, T. Rossi, and A. Ursini Bioorg. Med. Chem. Lett. 9 1999 1023 1028
- (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 1023-1028
- Antolini, M.¹ Bozzoli, A.² Ghiron, C.³ Kennedy, G.⁴ Rossi, T.⁵ Ursini, A.⁶

14
- 0037061622
- L. Wang, K.W. Woods, Q. Li, K.J. Barr, R.W. McCroskey, S.M. Hannick, L. Gherke, R.B. Credo, Y.-H. Hui, K. Marsh, R. Warner, J.Y. Lee, N. Zielinsky-Mozng, D. Frost, S.H. Rosenberg, and H.L. Sham J. Med. Chem. 45 2002 1697 1711
- (2002) J. Med. Chem. , vol.45 , pp. 1697-1711
- Wang, L.¹ Woods, K.W.² Li, Q.³ Barr, K.J.⁴ McCroskey, R.W.⁵ Hannick, S.M.⁶ Gherke, L.⁷ Credo, R.B.⁸ Hui, Y.-H.⁹ Marsh, K.¹⁰ Warner, R.¹¹ Lee, J.Y.¹² Zielinsky-Mozng, N.¹³ Frost, D.¹⁴ Rosenberg, S.H.¹⁵ Sham, H.L.¹⁶

15
- 0342908579
- U.S. Patent 4820335, 1989 19494w
- Maier, T.; Schmierer, R.; Bauer, K.; Bieringer, H.; Buerstell, H.; Sachse, B. U.S. Patent 4820335, 1989; Chem. Abstr. 1989, 111, 19494w.
- (1989) Chem. Abstr. , vol.111
- Maier, T.¹ Schmierer, R.² Bauer, K.³ Bieringer, H.⁴ Buerstell, H.⁵ Sachse, B.⁶

16
- 0036809725
- J. Dupont, R.F. de Souza, and P.A.Z. Suarez Chem. Rev. 102 2002 3667 3692
- (2002) Chem. Rev. , vol.102 , pp. 3667-3692
- Dupont, J.¹ De Souza, R.F.² Suarez, P.A.Z.³

17
- 33846807717
- S. Chowdhury, R.S. Mohan, and J.L. Scott Tetrahedron 63 2007 2363 2389
- (2007) Tetrahedron , vol.63 , pp. 2363-2389
- Chowdhury, S.¹ Mohan, R.S.² Scott, J.L.³

18
- 0002138516
- D. Bourissou, O. Guerret, F.P. Gabbai, and G. Bertrand Chem. Rev. 100 2000 39 92
- (2000) Chem. Rev. , vol.100 , pp. 39-92
- Bourissou, D.¹ Guerret, O.² Gabbai, F.P.³ Bertrand, G.⁴

19
- 33749066402
- P.L. Arnold, and S.T. Liddle Chem. Commun. 2006 3959 3971
- (2006) Chem. Commun. , pp. 3959-3971
- Arnold, P.L.¹ Liddle, S.T.²

20
- 33947705795
- O. Kühl Chem. Soc. Rev. 36 2007 592 607
- (2007) Chem. Soc. Rev. , vol.36 , pp. 592-607
- Kühl, O.¹

21
- 0027716078
- I. Lantos, W.Y. Zhang, X. Shui, and D.S. Eggleston J. Org. Chem. 58 1993 7092 7095
- (1993) J. Org. Chem. , vol.58 , pp. 7092-7095
- Lantos, I.¹ Zhang, W.Y.² Shui, X.³ Eggleston, D.S.⁴

22
- 0030059786
- C. Zhang, E.J. Moran, T.F. Woiwode, K.M. Short, and A.M.M. Mjalli Tetrahedron Lett. 37 1996 751 754
- (1996) Tetrahedron Lett. , vol.37 , pp. 751-754
- Zhang, C.¹ Moran, E.J.² Woiwode, T.F.³ Short, K.M.⁴ Mjalli, A.M.M.⁵

23
- 0030060795
- S. Sarshar, D. Siev, and A.M.M. Mjalli Tetrahedron Lett. 37 1996 835 838
- (1996) Tetrahedron Lett. , vol.37 , pp. 835-838
- Sarshar, S.¹ Siev, D.² Mjalli, A.M.M.³

24
- 0032481025
- C.F. Claiborne, N.J. Liverton, and K.T. Nguyen Tetrahedron Lett. 39 1998 8939 8942
- (1998) Tetrahedron Lett. , vol.39 , pp. 8939-8942
- Claiborne, C.F.¹ Liverton, N.J.² Nguyen, K.T.³

25
- 0000825155
- H.B. Lee, and S. Balasubramanian Org. Lett. 2 2000 323 326
- (2000) Org. Lett. , vol.2 , pp. 323-326
- Lee, H.B.¹ Balasubramanian, S.²

26
- 40049097415
- S. Das Sharma, P. Hazarika, and D. Konwar Tetrahedron Lett. 49 2008 2216 2220 and references cited therein
- (2008) Tetrahedron Lett. , vol.49 , pp. 2216-2220
- Das Sharma, S.¹ Hazarika, P.² Konwar, D.³

27
- 33644640932
- W.S. Shin, H.H. Jeong, M.K. Kim, S.H. Jin, M.R. Kim, J.K. Lee, J.W. Lee, and Y.S. Gal J. Mater. Chem. 16 2006 384 390
- (2006) J. Mater. Chem. , vol.16 , pp. 384-390
- Shin, W.S.¹ Jeong, H.H.² Kim, M.K.³ Jin, S.H.⁴ Kim, M.R.⁵ Lee, J.K.⁶ Lee, J.W.⁷ Gal, Y.S.⁸

28
- 77949640824
- A. Wicklein, P. Kohn, L. Ghazaryan, T. Thurn-Albrecht, and M. Thelakkat Chem. Commun. 46 2010 2328 2330
- (2010) Chem. Commun. , vol.46 , pp. 2328-2330
- Wicklein, A.¹ Kohn, P.² Ghazaryan, L.³ Thurn-Albrecht, T.⁴ Thelakkat, M.⁵

29
- 79953298790
- U.S. Patent 215,015 A1, 2004
- Nazarov, V. V.; Sidorenko, E. N. U.S. Patent 215,015 A1, 2004; Chem. Abstr. 2004, 141, 386740m.
- (2004) Chem. Abstr. , vol.141
- Nazarov, V.V.¹ Sidorenko, E.N.²

30
- 77953632425
- R.P. Ortiz, H. Herrera, R. Blanco, H. Huang, A. Facchetti, T.J. Marks, Y. Zheng, and J.L. Segura J. Am. Chem. Soc. 132 2010 8440 8452
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 8440-8452
- Ortiz, R.P.¹ Herrera, H.² Blanco, R.³ Huang, H.⁴ Facchetti, A.⁵ Marks, T.J.⁶ Zheng, Y.⁷ Segura, J.L.⁸

31
- 79953313053
- Eur. Patent 1,422,267 A1, 2004
- Graciet, J. C. Eur. Patent 1,422,267 A1, 2004; Chem. Abstr. 2004, 140, 408230d.
- (2004) Chem. Abstr. , vol.140
- Graciet, J.C.¹

32
- 79953303234
- U.S. Patent 139,813 A1, 2008 33650k
- Flatt, T. U.S. Patent 139,813 A1, 2008; Chem. Abstr. 2008, 149, 33650k.
- (2008) Chem. Abstr. , vol.149
- Flatt, T.¹

33
- 79953306061
- U.S. Patent 82,368 A1, 2009 351920d
- Vohra, R.; Dube, G.; Gan, Z.; Gill, N.; Cui, X. U.S. Patent 82,368 A1, 2009; Chem. Abstr. 2009, 150, 351920d.
- (2009) Chem. Abstr. , vol.150
- Vohra, R.¹ Dube, G.² Gan, Z.³ Gill, N.⁴ Cui, X.⁵

34
- 79953293769
- U.S. Patent 135,124 A1, 2004
- Morris, J. D.; Moriarty, B. E. Wei, M.; Murray, P. G.; Reddinger, J. L. U.S. Patent 135,124 A1, 2004; Chem. Abstr. 2004, 141, 76327n.
- (2004) Chem. Abstr. , vol.141
- Morris, J.D.¹ Moriarty, B.E.² Wei, M.³ Murray, P.G.⁴ Reddinger, J.L.⁵

35
- 84971433726
- L. Feiler, H. Langhals, and K. Polborn Liebigs Ann. 1995 1229 1244
- (1995) Liebigs Ann. , pp. 1229-1244
- Feiler, L.¹ Langhals, H.² Polborn, K.³

36
- 77949897780
- M. Adib, S. Ansari, S. Feizi, and H.R. Bijanzadeh Synlett 2010 921 923
- (2010) Synlett , pp. 921-923
- Adib, M.¹ Ansari, S.² Feizi, S.³ Bijanzadeh, H.R.⁴

37
- 77649185553
- M. Adib, S. Ansari, S. Fatemi, H.R. Bijanzadeh, and L.G. Zhu Tetrahedron 66 2010 2723 2727
- (2010) Tetrahedron , vol.66 , pp. 2723-2727
- Adib, M.¹ Ansari, S.² Fatemi, S.³ Bijanzadeh, H.R.⁴ Zhu, L.G.⁵

38
- 70649087102
- M. Adib, S. Ansari, A. Mohammadi, and H.R. Bijanzadeh Tetrahedron Lett. 51 2010 30 32
- (2010) Tetrahedron Lett. , vol.51 , pp. 30-32
- Adib, M.¹ Ansari, S.² Mohammadi, A.³ Bijanzadeh, H.R.⁴

39
- 72249095846
- M. Adib, S. Ansari, S. Feizi, J. Asgarian Damavandi, and P. Mirzaei Synlett 2009 3263 3266
- (2009) Synlett , pp. 3263-3266
- Adib, M.¹ Ansari, S.² Feizi, S.³ Asgarian Damavandi, J.⁴ Mirzaei, P.⁵

40
- 70449359739
- M. Adib, M. Mahdavi, S. Ansari, F. Malihi, L.G. Zhu, and H.R. Bijanzadeh Tetrahedron Lett. 50 2009 7246 7248
- (2009) Tetrahedron Lett. , vol.50 , pp. 7246-7248
- Adib, M.¹ Mahdavi, M.² Ansari, S.³ Malihi, F.⁴ Zhu, L.G.⁵ Bijanzadeh, H.R.⁶

41
- 53149135764
- M. Adib, E. Sheibani, H.R. Bijanzadeh, and L.G. Zhu Tetrahedron 64 2008 10681 10686
- (2008) Tetrahedron , vol.64 , pp. 10681-10686
- Adib, M.¹ Sheibani, E.² Bijanzadeh, H.R.³ Zhu, L.G.⁴

42
- 55349133073
- M. Adib, M.H. Sayahi, H. Ziyadi, L.G. Zhu, and H.R. Bijanzadeh Synthesis 2008 3289 3294
- (2008) Synthesis , pp. 3289-3294
- Adib, M.¹ Sayahi, M.H.² Ziyadi, H.³ Zhu, L.G.⁴ Bijanzadeh, H.R.⁵

43
- 58149341296
- M. Adib, B. Mohammadi, and H.R. Bijanzadeh Synlett 2008 3180 3182
- (2008) Synlett , pp. 3180-3182
- Adib, M.¹ Mohammadi, B.² Bijanzadeh, H.R.³

44
- 38949129420
- M. Adib, B. Mohammadi, and H.R. Bijanzadeh Synlett 2008 177 180
- (2008) Synlett , pp. 177-180
- Adib, M.¹ Mohammadi, B.² Bijanzadeh, H.R.³

45
- 34648820644
- M. Adib, M.H. Sayahi, H. Ziyadi, H.R. Bijanzadeh, and L.G. Zhu Tetrahedron 63 2007 11135 11140
- (2007) Tetrahedron , vol.63 , pp. 11135-11140
- Adib, M.¹ Sayahi, M.H.² Ziyadi, H.³ Bijanzadeh, H.R.⁴ Zhu, L.G.⁵

46
- 79953293552
- note
- 3): δ 7.13 (ddd, J = 7.4, 4.9, 1.1 Hz, 1H, CH), 7.41 (ddd, J = 7.6, 4.8, 1.1 Hz, 1H, CH), 7.59 (dt, J = 1.8, 7.8 Hz, 1H, CH)

47
- 79953319609
- note
- 2 = 0.205. CCDC 782758 contains the supplementary crystallographic data for this Letter. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.