메뉴 건너뛰기




Volumn 40, Issue 11, 2010, Pages 1685-1693

Organocatalyzed one-pot synthesis of substituted 1,5-benzodiazepine and benzimidazole derivatives

Author keywords

diketones; ketoesters; Diazepines; L proline; O phenylenediamine; Organocatalysis

Indexed keywords

1,2 PHENYLENEDIAMINE; BENZIMIDAZOLE DERIVATIVE; BENZODIAZEPINE DERIVATIVE; PROLINE;

EID: 77952033751     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910903161686     Document Type: Article
Times cited : (18)

References (28)
  • 1
    • 0031670854 scopus 로고    scopus 로고
    • Synthesis of new tri-and tetraheterocyclic systems: 1,3-Dipolar cycloaddition of nitrilimines on 2,7-dimethyl-4-phenyl-3H-1,5-benzodiazepine
    • Essabar, M.; Baouid, A.; Hasnaoui, A.; Benharref, A.; Lavergne, J. P. Synthesis of new tri-and tetraheterocyclic systems: 1,3-Dipolar cycloaddition of nitrilimines on 2,7-dimethyl-4-phenyl-3H-1,5-benzodiazepine. Synth. Commun. 1998, 28, 4097.
    • (1998) Synth. Commun. , vol.28 , pp. 4097
    • Essabar, M.1    Baouid, A.2    Hasnaoui, A.3    Benharref, A.4    Lavergne, J.P.5
  • 2
    • 0032817505 scopus 로고    scopus 로고
    • A novel synthesis of pyrano(2,3-v),1,3-oxazino(2,3b)-,1,2,4-triazolo(3,4- b)-, oxazolo(2,3-b)-, furano(3,2-v), and 3-substituted-(1,5)-benzodiazepin-2- ones
    • El-Sayed, A. M.; Abdel-Ghany, H.; El-Saghier, A. M. M. A novel synthesis of pyrano(2,3-v),1,3-oxazino(2,3b)-,1,2,4-triazolo(3,4-b)-, oxazolo(2,3-b)-, furano(3,2-v), and 3-substituted-(1,5)-benzodiazepin-2-ones. Synth. Commun. 1999, 29, 3561.
    • (1999) Synth. Commun. , vol.29 , pp. 3561
    • El-Sayed, A.M.1    Abdel-Ghany, H.2    El-Saghier, A.M.M.3
  • 3
    • 0037728480 scopus 로고    scopus 로고
    • An efficient synthesis of 1,5-benzodiazepine derivatives catalyzed by a solid superacid sulfated Zirconia
    • Reddy, B. M.; Sreekanth, P. M. An efficient synthesis of 1,5-benzodiazepine derivatives catalyzed by a solid superacid sulfated Zirconia. Tetrahedron Lett. 2003, 44, 4447.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 4447
    • Reddy, B.M.1    Sreekanth, P.M.2
  • 4
    • 0002662499 scopus 로고
    • S. Garattini, E. Mussini L. O. Randall (Eds.); Raven Press: New York
    • Randall, O.; Kappel, B. In Benzodiazepines; S. Garattini, E. Mussini, L. O. Randall (Eds.); Raven Press: New York, 1973; p. 27.
    • (1973) Benzodiazepines , pp. 27
    • Randall, O.1    Kappel, B.2
  • 6
    • 0001316046 scopus 로고
    • A. R. Katritzky, C. W. Rees (Eds.); Pergamon: Oxford
    • Landquist, J. K. In Comprehensive Heterocyclic Chemistry; A. R. Katritzky, C. W. Rees (Eds.); Pergamon: Oxford, 1984; vol.11, p. 166.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.11 , pp. 166
    • Landquist, J.K.1
  • 8
    • 4344632137 scopus 로고
    • Chem. Abstr. 1970, 73, 100054w.
    • (1970) Chem. Abstr , vol.73
  • 9
    • 37049114254 scopus 로고
    • Syntheses of heterocyclic compounds, part XXIX: Substituted 2,3-dihydro-1H-1,5-benzodiazepines
    • Herbert, J. A. L.; Suschitzky, H. Syntheses of heterocyclic compounds, part XXIX: Substituted 2,3-dihydro-1H-1,5-benzodiazepines. J. Chem. Soc., Perkin Trans. 1 1974, 2657.
    • (1974) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 2657
    • Herbert, J.A.L.1    Suschitzky, H.2
  • 10
    • 12144260094 scopus 로고
    • New synthesis of dihydro-and tetrahydro-1, 5-benzodiazepines by reductive condensation of o-phenylenediamine and ketones in the presence of sodium borohydride
    • Morales, H. R.; Bulbarela, A.; Contreras, R. New synthesis of dihydro-and tetrahydro-1, 5-benzodiazepines by reductive condensation of o-phenylenediamine and ketones in the presence of sodium borohydride. Heterocycles 1986, 24, 135.
    • (1986) Heterocycles , vol.24 , pp. 135
    • Morales, H.R.1    Bulbarela, A.2    Contreras, R.3
  • 12
    • 0035972003 scopus 로고    scopus 로고
    • Ytterbium triflate-promoted synthesis of 1,5-benzodiazepine derivatives
    • Curini, M.; Epifano, F.; Marcotullio, M. C.; Rosati, O. Ytterbium triflate-promoted synthesis of 1,5-benzodiazepine derivatives. Tetrahedron Lett. 2001, 42, 3193.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 3193
    • Curini, M.1    Epifano, F.2    Marcotullio, M.C.3    Rosati, O.4
  • 13
    • 13944251057 scopus 로고    scopus 로고
    • Scandium(III) triflate as an efficient and reusable catalyst for synthesis of 1,5-benzodiazepine derivatives
    • De, S. K.; Gibbs, R. A. Scandium(III) triflate as an efficient and reusable catalyst for synthesis of 1,5-benzodiazepine derivatives. Tetrahedron Lett. 2005, 46, 1811.
    • (2005) Tetrahedron Lett. , vol.46 , pp. 1811
    • De, S.K.1    Gibbs, R.A.2
  • 14
    • 0035808949 scopus 로고    scopus 로고
    • A simple and new method for the synthesis of 1,5-benzodiazepine derivatives on a solid surface
    • Balakrishna, M. S.; Kaboudin, B. A simple and new method for the synthesis of 1,5-benzodiazepine derivatives on a solid surface. Tetrahedron Lett. 2001, 42, 1127.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 1127
    • Balakrishna, M.S.1    Kaboudin, B.2
  • 15
    • 0001324345 scopus 로고    scopus 로고
    • Alumina=phosphorus pentoxide (APP) as an efficient reagent for the synthesis of 1,5-benzodiazepines under microwave irradiation
    • Kaboudin, B.; Navaee, K. Alumina=phosphorus pentoxide (APP) as an efficient reagent for the synthesis of 1,5-benzodiazepines under microwave irradiation. Heterocycles 2001, 55, 1443.
    • (2001) Heterocycles , vol.55 , pp. 1443
    • Kaboudin, B.1    Navaee, K.2
  • 16
    • 0037170153 scopus 로고    scopus 로고
    • An efficient method for the synthesis of 1,5-benzodiazepine derivatives under microwave irradiation without solvent
    • Pozarentzi, M.; Stephanatou, J. S.; Tsoleridis, C. A. An efficient method for the synthesis of 1,5-benzodiazepine derivatives under microwave irradiation without solvent. Tetrahedron Lett. 2002, 43, 1755.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 1755
    • Pozarentzi, M.1    Stephanatou, J.S.2    Tsoleridis, C.A.3
  • 17
    • 34250811258 scopus 로고    scopus 로고
    • Bromodimethyl sulfonium bromide: An efficient catalyst for solvent-free synthesis of 1,5-benzodiazepines
    • Das, B.; Ramu, R.; Ravikanth, B.; Reddy, V. S. Bromodimethyl sulfonium bromide: An efficient catalyst for solvent-free synthesis of 1,5-benzodiazepines. J. Mol. Catal. A: Chem. 2006, 76, 246.
    • (2006) J. Mol. Catal. A: Chem. , vol.76 , pp. 246
    • Das, B.1    Ramu, R.2    Ravikanth, B.3    Reddy, V.S.4
  • 18
    • 33645885349 scopus 로고    scopus 로고
    • A one-pot synthesis and self-assembled superstructure of organic salts of a 1,5-benzodiazepine derivative
    • Thakuria, H.; Pramanik, A.; Borah, B. M.; Das, G. A one-pot synthesis and self-assembled superstructure of organic salts of a 1,5-benzodiazepine derivative. Tetrahedron Lett. 2006, 47, 3135.
    • (2006) Tetrahedron Lett. , vol.47 , pp. 3135
    • Thakuria, H.1    Pramanik, A.2    Borah, B.M.3    Das, G.4
  • 19
    • 34250799688 scopus 로고    scopus 로고
    • Spectral studies, and biological activity of 3H-1,5-benzodiazepine derivatives
    • Kumar, R.; Joshi, Y. C. Synthesis, spectral studies, and biological activity of 3H-1,5-benzodiazepine derivatives. Arkivoc 2007, 142.
    • (2007) Arkivoc , vol.142
    • Kumar, R.1    Synthesis, C.J.Y.2
  • 20
    • 0030847648 scopus 로고    scopus 로고
    • A parallel-group comparison of astemizole and loratadine for the treatment of perennial allergic rhinitis
    • Al-Muhaimeed, H. A parallel-group comparison of astemizole and loratadine for the treatment of perennial allergic rhinitis. J. Int. Med. Res. 1997, 25, 175.
    • (1997) J. Int. Med. Res. , vol.25 , pp. 175
    • Al-Muhaimeed, H.1
  • 21
    • 0030788765 scopus 로고    scopus 로고
    • Delayed gastric emptying in reflux patients: To be or not to be? Am
    • Richter, J. E. Delayed gastric emptying in reflux patients: To be or not to be? Am. J. Gastroenterol. 1997, 92(7), 1077.
    • (1997) J. Gastroenterol. , vol.92 , Issue.7 , pp. 1077
    • Richter, J.E.1
  • 22
    • 0026509053 scopus 로고
    • New nonpeptide angio-tensin II receptor antagonists 1: Synthesis, biological properties, and structure-activity relationships of 2-alkylbenzimidazole derivatives
    • Thomas, A. P.; Allott, C. P.; Gibson, K. H.; Major, J. S.; Masek, B. B.; Oldham, A. A.; Ratcliffe, A. H.; Roberts, D. A.; Russell, S. T.; Thomason, D. A. New nonpeptide angio-tensin II receptor antagonists, 1: Synthesis, biological properties, and structure-activity relationships of 2-alkylbenzimidazole derivatives. J. Med. Chem. 1992, 35, 877.
    • (1992) J. Med. Chem. , Issue.35 , pp. 877
    • Thomas, A.P.1    Allott, C.P.2    Gibson, K.H.3    Major, J.S.4    Masek, B.B.5    Oldham, A.A.6    Ratcliffe, A.H.7    Roberts, D.A.8    Russell, S.T.9    Thomason, D.A.10
  • 26
    • 0347627369 scopus 로고    scopus 로고
    • Smart cleavage reactions: The synthesis of benzimidazoles and benzothiazoles from polymer-bound esters
    • Matsushita, H.; Lee, S.-H.; Joung, M.; Clapham; B.; Janda, K. D. Smart cleavage reactions: The synthesis of benzimidazoles and benzothiazoles from polymer-bound esters. Tetrahedron Lett. 2004, 45, 313.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 313
    • Matsushita, H.1    Lee, S.-H.2    Joung, M.3    Clapham, B.4    Janda, K.D.5
  • 27
    • 0029032506 scopus 로고
    • Smart cleavage reactions: The synthesis of benzimidazoles and benzothiazoles from polymer-bound esters
    • Bougrin, K.; Soufiaoui, M. Smart cleavage reactions: The synthesis of benzimidazoles and benzothiazoles from polymer-bound esters. Tetrahedron Lett. 1995, 36, 3683.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 3683
    • Bougrin, K.1    Soufiaoui, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.