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Volumn 34, Issue 19, 2004, Pages 3565-3572

Highly regio- and diastereoselective 1,3-dipolar cycloaddition of nitrile oxides to 2,4-dimethyl-3H-1,5-benzodiazepines: Synthesis of bis[1,2,4- oxadiazolo][1,5] benzodiazepine derivatives

Author keywords

Benzodiazepines; Diastereoselective; Nitrile oxides; Regioselective

Indexed keywords

BENZODIAZEPINE DERIVATIVE; NITRILE;

EID: 5444228852     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-200031020     Document Type: Article
Times cited : (26)

References (18)
  • 1
    • 0023801315 scopus 로고
    • Studies on the chemistry of O, N- And S, N-containing Heterocycles. Synthesis of 1,5-benzothiazepines with potential CNS activity
    • Bartsch, H.; Erker, T. Studies on the chemistry of O, N- and S, N-containing Heterocycles. Synthesis of 1,5-benzothiazepines with potential CNS activity. J. Heterocycl. Chem. 1988, 25, 1151-1154.
    • (1988) J. Heterocycl. Chem. , vol.25 , pp. 1151-1154
    • Bartsch, H.1    Erker, T.2
  • 2
    • 37049084495 scopus 로고
    • Nitrile oxide cycloaddition of non-activated alkynes: A novel approach to the synthesis of neuroactive isoxazoles
    • Pevarello, P.; Amici, R.; Colombo, M.; Varasi, M. Nitrile oxide cycloaddition of non-activated alkynes: a novel approach to the synthesis of neuroactive isoxazoles. J. Chem. Soc. Perkin Trans. 1 1993, 18, 2151-2152.
    • (1993) J. Chem. Soc. Perkin Trans. 1 , vol.18 , pp. 2151-2152
    • Pevarello, P.1    Amici, R.2    Colombo, M.3    Varasi, M.4
  • 3
    • 0028346701 scopus 로고
    • 1,3-Dipolar cycloaddition with the 5,7-dimethyl-1,2-diazepine
    • El Messaoudi, M.; Hasnaoui, A.; Lavergne, J.-P. 1,3-Dipolar cycloaddition with the 5,7-dimethyl-1,2-diazepine. Synth. Commun. 1994, 24 (4), 513-520.
    • (1994) Synth. Commun. , vol.24 , Issue.4 , pp. 513-520
    • El Messaoudi, M.1    Hasnaoui, A.2    Lavergne, J.-P.3
  • 4
    • 0035673886 scopus 로고    scopus 로고
    • Highly peri-, regio- And diastereoselective 1,3-dipolar cycloaddition of mesitonitrile oxide to 1,7-dimethyl-2,3-dihydro-1H-1,4-diazepines: Unexpected one-step formation of a new triheterocyclic framework
    • Baouid, A.; Elhazazi, S.; Hasnaoui, A.; Compain, P.; Lavergne, J.-P.; Huet, F. Highly peri-, regio- and diastereoselective 1,3-dipolar cycloaddition of mesitonitrile oxide to 1,7-dimethyl-2,3-dihydro-1H-1,4-diazepines: unexpected one-step formation of a new triheterocyclic framework. New J. Chem. 2001, 25, 1479-1481.
    • (2001) New J. Chem. , vol.25 , pp. 1479-1481
    • Baouid, A.1    Elhazazi, S.2    Hasnaoui, A.3    Compain, P.4    Lavergne, J.-P.5    Huet, F.6
  • 5
    • 0030141857 scopus 로고    scopus 로고
    • 3-Mesityl-6-methylthio-4-phenyl-6H-isoxazolo[5,4-e][1,2,4]triazepine
    • Toledano, P.; Ait Itto, My, Y.; Hasnaoui, A. 3-Mesityl-6-methylthio-4- phenyl-6H-isoxazolo[5,4-e][1,2,4]triazepine. Acta Cryst. 1996, C52, 1230-1232.
    • (1996) Acta Cryst. , vol.C52 , pp. 1230-1232
    • Toledano, P.1    Ait Itto2    My, Y.3    Hasnaoui, A.4
  • 6
    • 0001462281 scopus 로고    scopus 로고
    • Synthèse de nouveaux composés bihété rocycliques à partir du diazepam
    • Benelbaghdadi, R.; Hasnaoui, A.; Lavergne, J.-P. Synthèse de nouveaux composés bihétérocycliques à partir du diazepam. Bull. Soc. Chim. Belg. 1997, 106 (12), 813-815.
    • (1997) Bull. Soc. Chim. Belg. , vol.106 , Issue.12 , pp. 813-815
    • Benelbaghdadi, R.1    Hasnaoui, A.2    Lavergne, J.-P.3
  • 7
    • 0031712172 scopus 로고    scopus 로고
    • Regioselective synthesis of new triheterocyclic compounds from 1,4-benzodiazepine
    • Benelbaghdadi, R.; Hasnaoui, A.; Lavergne, J.-P.; Giorgi, M.; Pierrot, M. Regioselective synthesis of new triheterocyclic compounds from 1,4-benzodiazepine. Synth. Commun. 1998, 28 (22), 4221-4232.
    • (1998) Synth. Commun. , vol.28 , Issue.22 , pp. 4221-4232
    • Benelbaghdadi, R.1    Hasnaoui, A.2    Lavergne, J.-P.3    Giorgi, M.4    Pierrot, M.5
  • 8
    • 0000474272 scopus 로고    scopus 로고
    • Nouvelles synthèses de systèmes hété rocycliques: Condensation dipolaire-1,3 et cycloaddition du dichlorocarbè ne sur la 1,5-benzodiazépine
    • Baouid, A.; Hasnaoui, A.; Lavergne, J.-P. Nouvelles synthèses de systèmes hétérocycliques: condensation dipolaire-1,3 et cycloaddition du dichlorocarbène sur la 1,5-benzodiazépine. Bull. Soc. Chim. Belg. 1996, 105 (6), 339-344.
    • (1996) Bull. Soc. Chim. Belg. , vol.105 , Issue.6 , pp. 339-344
    • Baouid, A.1    Hasnaoui, A.2    Lavergne, J.-P.3
  • 9
    • 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
    • Essaber, 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 (22), 4097-4104.
    • (1998) Synth. Commun. , vol.28 , Issue.22 , pp. 4097-4104
    • Essaber, M.1    Baouid, A.2    Hasnaoui, A.3    Benharref, A.4    Lavergne, J.-P.5
  • 10
    • 0034099687 scopus 로고    scopus 로고
    • Synthesis of novel [1,2,4]triazolo[3,4-d][1,5]benzodiazepinones derivatives by 1,3-dipolar cycloaddition
    • Aatif, A.; Baouid, A.; Benharref, A.; Hasnaoui, A. Synthesis of novel [1,2,4]triazolo[3,4-d][1,5]benzodiazepinones derivatives by 1,3-dipolar cycloaddition. Synth. Commun. 2000, 30 (15), 2647-2659.
    • (2000) Synth. Commun. , vol.30 , Issue.15 , pp. 2647-2659
    • Aatif, A.1    Baouid, A.2    Benharref, A.3    Hasnaoui, A.4
  • 11
    • 0037273260 scopus 로고    scopus 로고
    • Peri and regioselestive synthesis of new heterocyclic compounds from 1,5-benzodiazepine
    • Elhazazi, S.; Baouid, A.; Hasnaoui, A.; Compain, P. Peri and regioselestive synthesis of new heterocyclic compounds from 1,5-benzodiazepine. Synth. Commun. 2003, 33 (1), 19-27.
    • (2003) Synth. Commun. , vol.33 , Issue.1 , pp. 19-27
    • Elhazazi, S.1    Baouid, A.2    Hasnaoui, A.3    Compain, P.4
  • 12
    • 0036431795 scopus 로고    scopus 로고
    • Synthesis of a novel heterocyclic ring system by way of highly regio and chemoselective 1,3-dipolar cycloaddition of nitrilimines to 1,3,4- benzotriazepin-5-one
    • Jalal, R.; El Messaoudi, M.; Hasnaoui, A.; Esseffar, M.; Selkti, M.; Lavergne, J.-P.; Compain, P. Synthesis of a novel heterocyclic ring system by way of highly regio and chemoselective 1,3-dipolar cycloaddition of nitrilimines to 1,3,4-benzotriazepin-5-one. New J. Chem. 2002, 26, 1545-1548.
    • (2002) New J. Chem. , vol.26 , pp. 1545-1548
    • Jalal, R.1    El Messaoudi, M.2    Hasnaoui, A.3    Esseffar, M.4    Selkti, M.5    Lavergne, J.-P.6    Compain, P.7
  • 13
    • 37049062205 scopus 로고
    • Seven-membred heterocyclic compounds. Part I. 1,5-Benzodiazepines and derivatives 3,6-diaza-4,5-benzotropone
    • Barltrop, J.A.; Richards, C.G.; Russel, D.M.; Ryback, G.J. Seven-membred heterocyclic compounds. Part I. 1,5-Benzodiazepines and derivatives 3,6-diaza-4,5-benzotropone. J. Chem. Soc. 1959, 1132-1142.
    • (1959) J. Chem. Soc. , pp. 1132-1142
    • Barltrop, J.A.1    Richards, C.G.2    Russel, D.M.3    Ryback, G.J.4
  • 14
    • 33847086314 scopus 로고
    • A particularly convenient preparation of benzohydroximinoyl chlorides (nitrile oxides precursors)
    • (a) Liu, K.C.; Shelton, B.R.; Howe, R.K. A particularly convenient preparation of benzohydroximinoyl chlorides (nitrile oxides precursors). J. Org. Chem. 1980, 45, 3916-3918;
    • (1980) J. Org. Chem. , vol.45 , pp. 3916-3918
    • Liu, K.C.1    Shelton, B.R.2    Howe, R.K.3
  • 15
    • 0001133546 scopus 로고
    • Nitrile Oxides. V. Stable aromatic nitrile oxides
    • (b) Grundmann, C.; Dean, J.M. Nitrile Oxides. V. Stable aromatic nitrile oxides. J. Org. Chem. 1965, 30, 2809-2812.
    • (1965) J. Org. Chem. , vol.30 , pp. 2809-2812
    • Grundmann, C.1    Dean, J.M.2
  • 16
    • 0007666969 scopus 로고
    • Cycloaddition reactions of 2,3-dihydro-1h-1,4-diazepines with nitrile oxides and imines. Synthesis of bis[1,2,4]oxadiazolo- And bis[1,2,4]triazolo[1, 4]diazepine derivatives
    • Aversa, M.C.; Bonaccorsi, P.; Giannetsto, P. Cycloaddition reactions of 2,3-dihydro-1h-1,4-diazepines with nitrile oxides and imines. Synthesis of bis[1,2,4]oxadiazolo- and bis[1,2,4]triazolo[1,4]diazepine derivatives. J. Heterocycl. Chem. 1989, 26, 1619-1622.
    • (1989) J. Heterocycl. Chem. , vol.26 , pp. 1619-1622
    • Aversa, M.C.1    Bonaccorsi, P.2    Giannetsto, P.3
  • 18
    • 5444226512 scopus 로고    scopus 로고
    • Stéréochimie du 1,7-bis(4-chlorophényl)-3a,4a,10- triméthyl-3a,4a,8,13-tétrahydro-4H-bis[1,2,4-oxadiazolo][4,5-a: 5′,4′-d][1,5]benzodiazépine
    • Nabih, K.; Baouid, A.; Hasnaoui, A.; Kenz, A. Stéréochimie du 1,7-bis(4-chlorophényl)-3a,4a,10-triméthyl-3a,4a,8,13- tétrahydro-4H-bis[1,2,4-oxadiazolo][4,5-a:5′,4′-d][1,5] benzodiazépine. Acta Cryst. 2003, E59, 1774-1776.
    • (2003) Acta Cryst. , vol.E59 , pp. 1774-1776
    • Nabih, K.1    Baouid, A.2    Hasnaoui, A.3    Kenz, A.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.