메뉴 건너뛰기




Volumn 17, Issue 2, 2014, Pages 157-161

Novel approach for the synthesis of pyrrolo[2,1-c][1,4]benzoxazines and pyrrolo[1,2-A]quinoxalines

Author keywords

Nitrostyrenes; O Aminophenols; O phenylenediamine; P toluene sulfonic acid; Pyrrolo 1,2 A quinoxaline; Pyrrolo 2,1 c 1,4 benzoxazine

Indexed keywords

1,2 PHENYLENEDIAMINE; 2 AMINOPHENOL; BENZOXAZINE DERIVATIVE; ETHYL 4,5 DIHYDRO 4 OXO 2 4 TOLYLPYRROLO[2,1 C ][1,4]BENZOXAZINE 3 CARBOXYLATE; ETHYL 4,5 DIHYDRO 4 OXO 2 PHENYLPYRROLO[1,2 A]QUINOXALINE 3 CARBOXYLATE; ETHYL 4,5 DIHYDRO 4 OXO 2 PHENYLPYRROLO[2,1 C ][1,4]BENZOXAZINE 3 CARBOXYLATE; ETHYL 8 CHLORO 4,5 DIHYDRO 4 OXO 2 PHENYLPYRROLO[2,1 C ][1,4]BENZOXAZINE 3 CARBOXYLATE; METHYL 4,5 DIHYDRO 4 OXO 2 4 TOLYLPYRROLO[2,1 C ][1,4]BENZOXAZINE 3 CARBOXYLATE; METHYL 4,5 DIHYDRO 4 OXO 2 PHENYLPYRROLO[1,2 A]QUINOXALINE 3 CARBOXYLATE; METHYL 4,5 DIHYDRO 4 OXO 2 PHENYLPYRROLO[2,1 C ][1,4]BENZOXAZINE 3 CARBOXYLATE; METHYL 8 CHLORO 4,5 DIHYDRO 4 OXO 2 PHENYLPYRROLO[2,1 C ][1,4]BENZOXAZINE 3 CARBOXYLATE; QUINOXALINE DERIVATIVE; TOLUENE; UNCLASSIFIED DRUG;

EID: 84893340692     PISSN: 13862073     EISSN: 18755402     Source Type: Journal    
DOI: 10.2174/1386207316666131227150430     Document Type: Article
Times cited : (9)

References (41)
  • 1
    • 0000338766 scopus 로고
    • The structure, reactions, synthesis, and uses of heterocyclic compounds
    • Katritzky, A. R., Rees, C. W., Eds., Pergamon Press: Oxford, UK
    • Porter, A. E. A. The structure, reactions, synthesis, and uses of heterocyclic compounds In: Comprehensive Heterocyclic Chemistry, Katritzky, A. R., Rees, C. W., Eds., Pergamon Press: Oxford, UK, 1984, pp 157-197.
    • (1984) Comprehensive Heterocyclic Chemistry , pp. 157-197
    • Porter, A.E.A.1
  • 2
    • 33750059386 scopus 로고    scopus 로고
    • Pyrazines and their benzo derivatives
    • Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds., Pergamon Press: Oxford, UK
    • Sato, N. Pyrazines and their benzo derivatives In: Comprehensive Heterocyclic Chemistry II, Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds., Pergamon Press: Oxford, UK, 1996, Vol. 6, pp. 233-278.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.6 , pp. 233-278
    • Sato, N.1
  • 3
    • 77949815269 scopus 로고    scopus 로고
    • The combinatorial synthesis of bioactive quinoxalines, quinoxalinones and quinoxalinols
    • Lv, M,; Xu, H. The combinatorial synthesis of bioactive quinoxalines, quinoxalinones and quinoxalinols. Comb. Chem. High Throughput Screen., 2010, 13(3), 293-301.
    • (2010) Comb. Chem. High Throughput Screen. , vol.13 , Issue.3 , pp. 293-301
    • Lv, M.1    Xu, H.2
  • 4
    • 27644476624 scopus 로고    scopus 로고
    • New synthesis of methylfuro[3,4-b][1,4]benzoxazine as an intermediate in the preparation of polycyclic compounds
    • Sanchez, I.; Lopez, N.; Pujol, M. D, New synthesis of methylfuro[3,4-b][1,4]benzoxazine as an intermediate in the preparation of polycyclic compounds, Arkivoc, 2006, 81-83.
    • (2006) Arkivoc , pp. 81-83
    • Sanchez, I.1    Lopez, N.2    Pujol, M.D.3
  • 6
    • 84866371975 scopus 로고    scopus 로고
    • [124] Triazolo[4,3-A]quinoxaline: Synthesis, antiviral, and antimicrobial activities
    • Henen, M. A.; El Bialy, S. A. A.; Goda, F. E.; Nasr, M. N. A.; Eisa, H. M. H. [1,2,4]Triazolo[4,3-A]quinoxaline: synthesis, antiviral, and antimicrobial activities. Med. Chem. Res., 2012, 12(9), 2368-2378.
    • (2012) Med. Chem. Res. , vol.12 , Issue.9 , pp. 2368-2378
    • Henen, M.A.1    El Bialy, A.S.A.2    Goda, F.E.3    Nasr, M.N.A.4    Eisa, H.M.H.5
  • 7
    • 0037028002 scopus 로고    scopus 로고
    • Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives
    • Seitz, L. E.; Suling, W. J.; Reynolds, R. C. Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives. J. Med. Chem., 2002, 45, 5604-5606.
    • (2002) J. Med. Chem. , vol.45 , pp. 5604-5606
    • Seitz, L.E.1    Suling, W.J.2    Reynolds, R.3
  • 8
    • 77957886578 scopus 로고    scopus 로고
    • Synthesis and sar studies of 1,4-benzoxazine menb inhibitors: Novel antibacterial agents against mycobacterium tuberculosis
    • Li, X.; Liu, N.; Zhang, H.; Knudson, S. E.; Slayden, R. A.; Tonge, P. J. Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorg. Med. Chem. Lett., 2010, 20(21), 6306-6309.
    • (2010) Bioorg. Med. Chem. Lett. , vol.20 , Issue.21 , pp. 6306-6309
    • Li, X.1    Liu, N.2    Zhang, H.3    Knudson, S.E.4    Slayden, R.A.5    Tonge, P.6
  • 10
    • 79953220089 scopus 로고    scopus 로고
    • Synthesis and antifungal activities of novel 5,6-dihydro-indolo[1,2-A] quinoxaline derivatives
    • Xu, H.; Fan, L. L. Synthesis and antifungal activities of novel 5,6-dihydro-indolo[1,2-A]quinoxaline derivatives. Eur. J. Med. Chem., 2011, 46(5), 1919-1925.
    • (2011) Eur. J. Med. Chem. , vol.46 , Issue.5 , pp. 1919-1925
    • Xu, H.1    Fan, L.2
  • 13
    • 81255177776 scopus 로고    scopus 로고
    • Synthesis, antiinflammatory and antimicrobial activity of some new 1-(3-phenyl-3,4-dihydro-2h-1,3-benzoxazin-6-yl)-ethanone derivatives
    • Akhter, M.; Husain, A.; Akhter, N.; Khan, M. S. Y. Synthesis, Antiinflammatory and antimicrobial activity of some new 1-(3-Phenyl-3,4-Dihydro- 2H-1,3-Benzoxazin-6-yl)-Ethanone Derivatives. Indian J. Pharm. Sci., 2011, 73(1), 101-104.
    • (2011) Indian J. Pharm. Sci. , vol.73 , Issue.1 , pp. 101-104
    • Akhter, M.1    Husain, A.2    Akhter, N.3    Khan, Y.M.S.4
  • 15
    • 12444339774 scopus 로고    scopus 로고
    • Potent quinoxaline-based inhibitors of pdgf receptor tyrosine kinase activity. Part 2: The synthesis and biological activities of rpr127963 an orally bioavailable inhibitor
    • He, W.; Meyers, M. R.; Hanney, B.; Spada, A.; Blider, G.; Galzeinski, H.; Amin, D.; Needle, S.; Page, K.; Jayyosi, Z.; Perrone, H. Potent quinoxaline-based inhibitors of PDGF receptor tyrosine kinase activity. Part 2: the synthesis and biological activities of RPR127963 an orally bioavailable inhibitor. Bioorg. Med. Chem. Lett., 2003, 13, 3097-3100.
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 3097-3100
    • He, W.1    Meyers, M.R.2    Hanney, B.3    Spada, A.4    Blider, G.5    Galzeinski, H.6    Amin, D.7    Needle, S.8    Page, K.9    Jayyosi, Z.10    Perrone, H.11
  • 17
    • 0036095908 scopus 로고    scopus 로고
    • Synthesis and application of 2-styryl-6,7-dichlorothiazolo[4,5-b] quinoxaline based fluorescent dyes: Part 3
    • Sonawane, N. D.; Rangnekar, D. W. J. Synthesis and application of 2-styryl-6,7-dichlorothiazolo[4,5-b]quinoxaline based fluorescent dyes: Part 3. Heterocycl. Chem., 2002, 39, 303-308.
    • (2002) Heterocycl. Chem. , vol.39 , pp. 303-308
    • Sonawane, N.D.1    Rangnekar, J.D.W.2
  • 18
    • 84867472358 scopus 로고    scopus 로고
    • Synthesis and photo-electrochemical properties of novel thienopyrazine and quinoxaline derivatives, and their dyesensitized solar cell performance
    • Kono, T.; Murakami, T. N.; Nishida, J.-ichi.; Yoshida, Y.; Hara, K.; Yamashita, Y. Synthesis and photo-electrochemical properties of novel thienopyrazine and quinoxaline derivatives, and their dyesensitized solar cell performance. Org. Electron., 2011, 13(12), 3097-3101.
    • (2011) Org. Electron. , vol.13 , Issue.12 , pp. 3097-3101
    • Kono, T.1    Murakami, T.N.2    Nishida, J.-ichi.3    Yoshida, Y.4    Hara, K.5    Yamashita, Y.6
  • 19
    • 0004420442 scopus 로고
    • New benzoxazine and benzothiazine dyes
    • Chioccara, F.; Prota, G. New benzoxazine and benzothiazine dyes. Tetrahedron, 1976, 32 (12), 1407-1409.
    • (1976) Tetrahedron , vol.32 , Issue.12 , pp. 1407-1409
    • Chioccara, F.1    Prota, G.2
  • 20
    • 0034842923 scopus 로고    scopus 로고
    • Synthesis and device characterisation of side-chain polymer electron transport materials for organic semiconductor applications
    • Dailey, S.; Feast, J. W.; Peace, R. J. Sage, I. C.; Till, S.; Wood, E. L. Synthesis and device characterisation of side-chain polymer electron transport materials for organic semiconductor applications. J. Mater. Chem., 2001, 11, 2238-2243.
    • (2001) J. Mater. Chem. , vol.11 , pp. 2238-2243
    • Dailey, S.1    Feast, J.W.2    Peace R.J. Sage, I.3    Till, S.4    Wood, E.5
  • 21
    • 0030213929 scopus 로고    scopus 로고
    • Use of poly(phenyl quinoxaline) as an electron transport material in polymer light-emitting diodes
    • O'Brien, D.; Weaver, M. S.; Lidzey, D. G.; Bradley, D. D. C. Use of poly(phenyl quinoxaline) as an electron transport material in polymer light-emitting diodes. Appl. Phys. Lett., 1996, 69, 881-883.
    • (1996) Appl. Phys. Lett. , vol.69 , pp. 881-883
    • O'Brien, D.1    Weaver, M.S.2    Lidzey, D.G.3    Bradley, D.D.C.4
  • 22
    • 14644415547 scopus 로고    scopus 로고
    • Fluorescent solvatochromism of bipolar n,n-diphenylaminoaryl-substituted hexaazatriphenylenes, tetraazaphenanthrene, and quinoxalines
    • Hirayama, T.; Yamasaki, S.; Ameku, H.; Ishi-i, T.; Thiemann, T.; Mataka, S. Fluorescent solvatochromism of bipolar N,N-diphenylaminoaryl-substituted hexaazatriphenylenes, tetraazaphenanthrene, and quinoxalines. Dyes & Pigments, 2005, 67, 105-110.
    • (2005) Dyes & Pigments , vol.67 , pp. 105-110
    • Hirayama, T.1    Yamasaki, S.2    Ameku, H.3    Ishi-i, T.4    Thiemann, T.5    Mataka, S.6
  • 23
    • 0036086735 scopus 로고    scopus 로고
    • New 1h-pyrazolo[3,4-b]quinoxaline derivatives as sharp greenemitting dopants for highly efficient electroluminescent devices
    • Wang, P.; Xie, Z.; Wong, O.; Lee, C. S.; Wong, N.; Hung, L.; Lee, Sh. New 1H-pyrazolo[3,4-b]quinoxaline derivatives as sharp greenemitting dopants for highly efficient electroluminescent devices. Chem. Commun., 2002, 13, 1404-1405.
    • (2002) Chem. Commun. , vol.13 , pp. 1404-1405
    • Wang, P.1    Xie, Z.2    Wong, O.3    Lee, C.S.4    Wong, N.5    Hung, L.6    Lee, Sh.7
  • 24
    • 18144408330 scopus 로고    scopus 로고
    • Chromophore-labeled quinoxaline derivatives as efficient electroluminescent materials
    • Thomas, K. R. J.; Velusamy, M.; Lin, J. T.; Tao, Y.-T.; Chuen, CH. Chromophore-labeled quinoxaline derivatives as efficient electroluminescent materials. Chem. Mater., 2005, 17(7), 1860-1866.
    • (2005) Chem. Mater. , vol.17 , Issue.7 , pp. 1860-1866
    • Thomas, K.R.J.1    Velusamy, M.2    Lin, J.T.3    Tao, Y.-T.4    Chuen, C.H.5
  • 25
    • 0037034055 scopus 로고    scopus 로고
    • Molecular design and evaluation of quinoxaline-carbohydrate hybrids as novel and efficient photo-induced gg-selective dna cleaving agents
    • Kazunobu, T; Ryusuke, O.; Tomohiro, M. Molecular design and evaluation of quinoxaline-carbohydrate hybrids as novel and efficient photo-induced GG-selective DNA cleaving agents. Chem. Commun., 2002, 3, 212-213.
    • (2002) Chem. Commun. , vol.3 , pp. 212-213
    • Kazunobu, T.1    Ryusuke, O.2    Tomohiro, M.3
  • 27
    • 3943058154 scopus 로고    scopus 로고
    • Quinoxalinodehydroannulenes: A novel class of carbon-rich materials
    • Sascha, O.; Rudiger, F. Quinoxalinodehydroannulenes: A novel class of carbon-rich materials. Synlett, 2004, 9, 1509-1512.
    • (2004) Synlett , vol.9 , pp. 1509-1512
    • Sascha, O.1    Rudiger, F.2
  • 28
    • 33845527640 scopus 로고    scopus 로고
    • Houben-weyl methods of molecular transformations
    • Yamamoto, Y., Ed., Thieme, Stuttgart
    • Gobec, S.; Urleb, U. Houben-Weyl Methods of Molecular Transformations In: Science of Synthesis, Yamamoto, Y., Ed., Thieme, Stuttgart, 2004, Vol 16, pp. 845-911.
    • (2004) Science of Synthesis , vol.16 , pp. 845-911
    • Gobec, S.1    Urleb, U.2
  • 29
    • 0037138622 scopus 로고    scopus 로고
    • Phenanthroline complexes bearing fused dipyrrolylquinoxaline anion recognition sites: Efficient fluoride anion receptors
    • Mizuno, T.; Wei, W. H.; Eller, L. R.; Sessler, J. L. Phenanthroline complexes bearing fused dipyrrolylquinoxaline anion recognition sites: efficient fluoride anion receptors. J. Am. Chem. Soc., 2002, 124, 1134-1135.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 1134-1135
    • Mizuno, T.1    Wei, W.H.2    Eller, L.R.3    Sessler, J.L.4
  • 30
    • 0037161803 scopus 로고    scopus 로고
    • Laterally-extended porphyrin systems incorporating a switchable unit
    • Crossley, J. C; Johnston, L. A. Laterally-extended porphyrin systems incorporating a switchable unit. Chem. Commun., 2002, 10, 1122-1123.
    • (2002) Chem. Commun. , vol.10 , pp. 1122-1123
    • Crossley, J.C.1    Johnston, L.A.2
  • 32
    • 0032840116 scopus 로고    scopus 로고
    • Recognition elements that determine affinity and sequence-specific binding to dna of 2qn, a biosynthetic bis-quinoline analogue of echinomycin
    • Bailly, C.; Echepare, S.; Gago, F.; Waring, M. Recognition elements that determine affinity and sequence-specific binding to DNA of 2QN, a biosynthetic bis-quinoline analogue of echinomycin. Anti-Cancer Drug Des., 1999, 14, 291-303.
    • (1999) Anti-Cancer Drug Des. , vol.14 , pp. 291-303
    • Bailly, C.1    Echepare, S.2    Gago, F.3    Waring, M.4
  • 33
    • 0141567587 scopus 로고    scopus 로고
    • Preparation of quinoxalines, dihydropyrazines, pyrazines and piperazines using tandem oxidation processes
    • Raw, S. A.; Wilfred, C. D.; Taylor, R. J. K. Preparation of quinoxalines, dihydropyrazines, pyrazines and piperazines using tandem oxidation processes. Chem. Commun., 2003, 18, 2286-2287.
    • (2003) Chem. Commun. , vol.18 , pp. 2286-2287
    • Raw, S.A.1    Wilfred, C.D.2    Taylor, R.J.K.3
  • 34
    • 0346729859 scopus 로고    scopus 로고
    • Synthesis and biological activity of new quinoxaline antibiotics of echinomycin analogues
    • Kim Y.B. Kim Y. H. Park J. Y.;Kim, S. K. Synthesis and biological activity of new quinoxaline antibiotics of echinomycin analogues. Bioorg. Med. Chem. Lett., 2004, 14, 541-544.
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 541-544
    • Kim, Y.B.1    Kim, Y.H.2    Park, J.Y.3    Kim, S.4
  • 36
    • 0000943125 scopus 로고
    • Heterocyclization with cyano and sulfonyl epoxides. Preparation of quinoxalines and tetrahydroquinoxalines
    • Taylor, E. C.; Maryanoff, C. A.; Skotnicki, J. S. Heterocyclization with cyano and sulfonyl epoxides. Preparation of quinoxalines and tetrahydroquinoxalines. J. Org. Chem., 1980, 45, 2512-2513.
    • (1980) J. Org. Chem. , vol.45 , pp. 2512-2513
    • Taylor, E.C.1    Maryanoff, C.A.2    Skotnicki, J.S.3
  • 37
    • 33845367818 scopus 로고    scopus 로고
    • Efficient synthesis of dialkyl (2z)-2-[(e)-1-Aryl-2-(3-Arylquinoxalin-2- yl)ethenyl]but-2-enedioates.
    • Yavari, I.; Mirzaie, A.; Moradi, L. Efficient synthesis of dialkyl (2Z)-2-[(E)-1-Aryl-2-(3-Arylquinoxalin-2-yl)ethenyl]but-2-enedioates. Helv. Chim. Acta., 2006, 89, 2825-2829.
    • (2006) Helv. Chim. Acta. , vol.89 , pp. 2825-2829
    • Yavari, I.1    Mirzaie, A.2    Moradi, L.3
  • 38
    • 0030494642 scopus 로고    scopus 로고
    • Effect of internal hydrogen bonding on basecatalyzed nh proton-exchange reactions of isomeric enamines
    • Yavari, I.; Shaabani, A.; Soliemani, H.; Nourmohammadian, F.; Bijanzadeh, H. Effect of internal hydrogen bonding on basecatalyzed NH proton-exchange reactions of isomeric enamines. Magn. Reson. Chem., 1996, 34, 1003-1006.
    • (1996) Magn. Reson. Chem. , vol.34 , pp. 1003-1006
    • Yavari, I.1    Shaabani, A.2    Soliemani, H.3    Nourmohammadian, F.4    Bijanzadeh, H.5
  • 39
    • 33646777135 scopus 로고    scopus 로고
    • A new method for the synthesis of functionalized maleimides
    • Alizadeh, A.; Movahedi, F.; Esmaili, A. A. A new method for the synthesis of functionalized maleimides.Tetrahedron Lett., 2006, 47, 4469-4471.
    • (2006) Tetrahedron Lett. , vol.47 , pp. 4469-4471
    • Alizadeh, A.1    Movahedi, F.2    Esmaili, A.A.3
  • 41
    • 80655136073 scopus 로고    scopus 로고
    • Solvent-free synthesis of 1,2,3,4-tetrasubstituted pyrroles from enaminones and β-nitrostyrenes
    • Yavari, I.; Ghazvini, M.; Aminkhani, A. Solvent-free synthesis of 1,2,3,4-tetrasubstituted pyrroles from enaminones and β-nitrostyrenes. J. Chem. Res., 2011, 3, 558-560.
    • (2011) J. Chem. Res. , vol.3 , pp. 558-560
    • Yavari, I.1    Ghazvini, M.2    Aminkhani, A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.