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Volumn 14, Issue 1, 2009, Pages 68-77

Enaminones as building blocks in heterocyclic syntheses: Reinvestigating the product structures of enaminones with malononitrile. A novel route to 6-substituted-3-oxo-2,3-dihydropyridazine-4-carboxylic acids

Author keywords

2 cyano 5 (dimethylamino) 5 arylpenta 2,4 dienamide; DEPT; Enaminones; Experiments; X ray crystal structure

Indexed keywords

3 OXO 6 (THIOPHENE 2 CARBONYL) 2,3 DIHYDROPYRIDAZINE 4 CARBOXYLIC ACID; 3-OXO-6-(THIOPHENE-2-CARBONYL)- 2,3-DIHYDROPYRIDAZINE-4-CARBOXYLIC ACID; 6 (FURAN 2 CARBONYL) 3 OXO 2,3 DIHYDROPYRIDAZINE 4 CARBOXYLIC ACID; 6 BENZOYL 3 OXO 2,3 DIHYDROPYRIDAZINE 4 CARBOXYLIC ACID; 6-(FURAN-2-CARBONYL)-3-OXO-2,3-DIHYDROPYRIDAZINE-4-CARBOXYLIC ACID; 6-BENZOYL-3-OXO-2,3-DIHYDROPYRIDAZINE-4-CARBOXYLIC ACID; ALCOHOL; CARBOXYLIC ACID; DICYANMETHANE; NITRILE; PIPERIDINE; PIPERIDINE DERIVATIVE; PYRIDAZINE DERIVATIVE;

EID: 58949099260     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules14010068     Document Type: Article
Times cited : (42)

References (17)
  • 1
    • 34548680534 scopus 로고    scopus 로고
    • Recent preparations and synthetic applications of enaminones
    • Ferraz, H. M. C.; Goncalo, E. R. S.; Recent preparations and synthetic applications of enaminones. Quim. Nova 2007, 30, 957-964.
    • (2007) Quim. Nova , vol.30 , pp. 957-964
    • Ferraz, H.M.C.1    Goncalo, E.R.S.2
  • 2
    • 33751049918 scopus 로고    scopus 로고
    • Enamines in heterocyclic synthesis
    • Lue, P.; Greenhill, J.V.; Enamines in heterocyclic synthesis. Adv. Heterocycl. Chem. 1997, 67, 207-215.
    • (1997) Adv. Heterocycl. Chem , vol.67 , pp. 207-215
    • Lue, P.1    Greenhill, J.V.2
  • 3
    • 0141619395 scopus 로고    scopus 로고
    • Recent Developments in the chemistry of enaminones
    • Elassar, A.Z.A.; El-Khair, A.A.; Recent Developments in the chemistry of enaminones. Tetrahedron 2003, 59, 8463-8480.
    • (2003) Tetrahedron , vol.59 , pp. 8463-8480
    • Elassar, A.Z.A.1    El-Khair, A.A.2
  • 4
    • 2942568249 scopus 로고    scopus 로고
    • Synthesis of heterocycles from alkyl 3-(dimethylamino) propenoates and related enaminones
    • Stanovnik, B.; Svete, J.; Synthesis of heterocycles from alkyl 3-(dimethylamino) propenoates and related enaminones. Chem. Rev. 2004, 104, 2433-2480.
    • (2004) Chem. Rev , vol.104 , pp. 2433-2480
    • Stanovnik, B.1    Svete, J.2
  • 5
    • 41549114925 scopus 로고    scopus 로고
    • Yermolayev, S. A.; Gorobets, N. Y.; Lukinova, E. V.; Shishkin, O. V.; Shishkina, S. V.; Desenko, S. M. An efficient synthesis of N1-substituted 2,5-dioxo-1,2,5,6,7,8-hexahydro-3-quinolinecarboxamide via enolate salts. Tetrahedron 2008, 64, 4649-4655.
    • Yermolayev, S. A.; Gorobets, N. Y.; Lukinova, E. V.; Shishkin, O. V.; Shishkina, S. V.; Desenko, S. M. An efficient synthesis of N1-substituted 2,5-dioxo-1,2,5,6,7,8-hexahydro-3-quinolinecarboxamide via enolate salts. Tetrahedron 2008, 64, 4649-4655.
  • 6
    • 4344680844 scopus 로고    scopus 로고
    • Rapid microwave-assisted solution phase synthesis of substituted 2-pyridone libraries
    • Gorobets, N.Y.; Yousefi, B.H.; Belaj, F.; Kappe, C.O. Rapid microwave-assisted solution phase synthesis of substituted 2-pyridone libraries. Tetrahedron 2004, 60, 8633-8644.
    • (2004) Tetrahedron , vol.60 , pp. 8633-8644
    • Gorobets, N.Y.1    Yousefi, B.H.2    Belaj, F.3    Kappe, C.O.4
  • 7
    • 0032750005 scopus 로고    scopus 로고
    • Al-Saleh, B.; Abdel-Khalik,M. M.; Al-Enzy, A.; Elnagdi, M. H. Synthesis of new azoloazine derivatives: new routes to 1,2,4-triazolo[4,3-a]pyrimidines, pyrazolo[1,5-a]pyridines and pyrazolo[3,4-b]pyridinones. J. Chem. Res. 1999, (S), 654-655; (M), 2848-2858.
    • Al-Saleh, B.; Abdel-Khalik,M. M.; Al-Enzy, A.; Elnagdi, M. H. Synthesis of new azoloazine derivatives: new routes to 1,2,4-triazolo[4,3-a]pyrimidines, pyrazolo[1,5-a]pyridines and pyrazolo[3,4-b]pyridinones. J. Chem. Res. 1999, (S), 654-655; (M), 2848-2858.
  • 8
    • 0033911007 scopus 로고    scopus 로고
    • Studies with functionally substituted heteroaromatics: The chemistry of n-phenylhydrazonylalkylpyridinium salts and of phenylhydrazonylalkylbenzoazoles
    • Abdel-Khalik, M. M.; Elnagdi, M. H.; Agamy, S. M. Studies with functionally substituted heteroaromatics: the chemistry of n-phenylhydrazonylalkylpyridinium salts and of phenylhydrazonylalkylbenzoazoles. Synthesis 2000, 1166-1169.
    • (2000) Synthesis , pp. 1166-1169
    • Abdel-Khalik, M.M.1    Elnagdi, M.H.2    Agamy, S.M.3
  • 9
    • 0039015906 scopus 로고    scopus 로고
    • Studies with 2-Arylhydrazono-3-Oxopropanals: A novel route to 4-aroyl-2-aryl-1,2,3-triazoles, 3-substituted 4-arylazopyrazoles, 2-substituted glyoxalonitrile and 3-oxoalkanonitriles
    • Abdel-Khalik, M. M.; Agamy, S. M.; Elnagdi, M. H.; Studies with 2-Arylhydrazono-3-Oxopropanals: A novel route to 4-aroyl-2-aryl-1,2,3-triazoles, 3-substituted 4-arylazopyrazoles, 2-substituted glyoxalonitrile and 3-oxoalkanonitriles. Z. Naturforsch 2000, 55b, 1211-1215.
    • (2000) Z. Naturforsch , vol.55 b , pp. 1211-1215
    • Abdel-Khalik, M.M.1    Agamy, S.M.2    Elnagdi, M.H.3
  • 10
    • 0041030280 scopus 로고    scopus 로고
    • Enaminones as building blocks in heterocyclic synthesis: A new one pot synthesis of polyfunctional substituted pyridines
    • Agamy, S. M.; Abdel-Khalik, M. M.; Mohamed, M. H.; Elnagdi, M. H.; Enaminones as building blocks in heterocyclic synthesis: a new one pot synthesis of polyfunctional substituted pyridines. Z. Naturforch. 2001, 56b, 1074-1078.
    • (2001) Z. Naturforch , vol.56 b , pp. 1074-1078
    • Agamy, S.M.1    Abdel-Khalik, M.M.2    Mohamed, M.H.3    Elnagdi, M.H.4
  • 11
    • 43649101047 scopus 로고    scopus 로고
    • Studies with functionally substituted enamines: Synthesis of 2-aroyl-3-dimethylamino-2- propenenitrile and their reactivity toward nitrogen nucleophiles
    • Al-Qalaf, F.; Abdelkhalik, M. M.; Al-Enezi, A.; Al-Ajmi, J. R. Studies with functionally substituted enamines: synthesis of 2-aroyl-3-dimethylamino-2- propenenitrile and their reactivity toward nitrogen nucleophiles. Heterocycles 2008, 75, 145-156.
    • (2008) Heterocycles , vol.75 , pp. 145-156
    • Al-Qalaf, F.1    Abdelkhalik, M.M.2    Al-Enezi, A.3    Al-Ajmi, J.R.4
  • 12
    • 0031483448 scopus 로고    scopus 로고
    • Synthesis of new aryl and heteroaromatic substituted pyridines, pyrazoles, pyrimidines and pyrazolo[3,4-d]pyridazines
    • Al-Omran, F.; Al-Awadi, N.; El-Khair, A. A.; Elnagdi, M. H. Synthesis of new aryl and heteroaromatic substituted pyridines, pyrazoles, pyrimidines and pyrazolo[3,4-d]pyridazines. Org. Prep. Proced. Int. 1997, 29, 285-292.
    • (1997) Org. Prep. Proced. Int , vol.29 , pp. 285-292
    • Al-Omran, F.1    Al-Awadi, N.2    El-Khair, A.A.3    Elnagdi, M.H.4
  • 13
    • 59349105368 scopus 로고    scopus 로고
    • Al-Omran, F.; Al-Awadi, N.; Abdel-Khalik, M. M.; Kaul, K.; El-Khair, A. A.; Elnagdi, M. H. 1-Substituted 3-dimethylaminoprop-2-en-1-ones as building blocks in heterocyclic synthesis : routes to 6-aryl and 6-heteroaryl-2H-pyran-2-ones and 6- and 4-aryl-1,2-dihydropyridine-2(1H)-ones. J. Chem. Res. 1997, (S), 84-85; (M), 601-615,
    • Al-Omran, F.; Al-Awadi, N.; Abdel-Khalik, M. M.; Kaul, K.; El-Khair, A. A.; Elnagdi, M. H. 1-Substituted 3-dimethylaminoprop-2-en-1-ones as building blocks in heterocyclic synthesis : routes to 6-aryl and 6-heteroaryl-2H-pyran-2-ones and 6- and 4-aryl-1,2-dihydropyridine-2(1H)-ones. J. Chem. Res. 1997, (S), 84-85; (M), 601-615,
  • 15
    • 0034763715 scopus 로고    scopus 로고
    • Agamy, S. M. 1-Substituted 3-dimethylaminoprop-2-en-1-ones as building blocks in heterocyclic synthesis: new routes to 6-aroylpyridazin-3-ones, 4,6-diaroylpyridazin-3-imines and 3-aroylpyrazolo[5,1-c][1,2,4]triazines. J. Chem. Res. 2001, (S), 349-350; (M), 901-909.
    • Agamy, S. M. 1-Substituted 3-dimethylaminoprop-2-en-1-ones as building blocks in heterocyclic synthesis: new routes to 6-aroylpyridazin-3-ones, 4,6-diaroylpyridazin-3-imines and 3-aroylpyrazolo[5,1-c][1,2,4]triazines. J. Chem. Res. 2001, (S), 349-350; (M), 901-909.
  • 16
    • 84987539022 scopus 로고
    • Studies with polyfunctionally substituted heteroaromatics: New routes for the synthesis of polyfunctionally substituted pyridines and 1,2,4-triazolo[1,5-a]pyridines
    • Al-Omran, F.; Abdel-Khalik, M. M.; Elnagdi, M. H. Studies with polyfunctionally substituted heteroaromatics: new routes for the synthesis of polyfunctionally substituted pyridines and 1,2,4-triazolo[1,5-a]pyridines. J. Heteroatom Chem. 1995, 6, 545-551.
    • (1995) J. Heteroatom Chem , vol.6 , pp. 545-551
    • Al-Omran, F.1    Abdel-Khalik, M.M.2    Elnagdi, M.H.3
  • 17
    • 0031038901 scopus 로고    scopus 로고
    • Studies with functionally substituted heteroaromatics: A novel route for the synthesis of 1-aryl-6-oxopyridazinones, 1-arylpyridazine-6-imines and 1-aryl-6-imino-4-pyridazinals
    • Al-Omran, F.; Abdel-Khalik, M. M.; El-Khair, A. A.; Elnagdi, M. H. Studies with functionally substituted heteroaromatics: a novel route for the synthesis of 1-aryl-6-oxopyridazinones, 1-arylpyridazine-6-imines and 1-aryl-6-imino-4-pyridazinals. Synthesis 1997, 91-94.
    • (1997) Synthesis , pp. 91-94
    • Al-Omran, F.1    Abdel-Khalik, M.M.2    El-Khair, A.A.3    Elnagdi, M.H.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.