메뉴 건너뛰기




Volumn 17, Issue 5, 2012, Pages 5339-5345

Synthesis of N-substituted acridinediones and polyhydroquinoline derivatives in refluxing water

Author keywords

Acridinedione; One pot reaction; Polyhydroquinoline; Water

Indexed keywords

ACETIC ACID DERIVATIVE; ACETOACETIC ACID DERIVATIVE; ACETOACETIC ACID ETHYL ESTER; ACRIDINE DERIVATIVE; ALDEHYDE; AMMONIUM ACETATE; ANILINE DERIVATIVE; CYCLOHEXANONE DERIVATIVE; METHYLANILINE; QUINOLINE DERIVATIVE; WATER;

EID: 84861501394     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules17055339     Document Type: Article
Times cited : (66)

References (24)
  • 1
    • 0032585546 scopus 로고    scopus 로고
    • New 1,4-dihydropyridines conjugated to furoxanyl moieties, endowed with both nitric oxide-like and calcium channel antagonist vasodilator activities
    • Stilo, A.D.; Visentin, S.; Cena, C.; Gasco, A.M.; Ermondi, G.; Gasco, A. New 1,4-dihydropyridines conjugated to furoxanyl moieties, endowed with both nitric oxide-like and calcium channel antagonist vasodilator activities. J. Med. Chem. 1998, 41, 5393-5401.
    • (1998) J. Med. Chem. , vol.41 , pp. 5393-5401
    • Stilo, A.D.1    Visentin, S.2    Cena, C.3    Gasco, A.M.4    Ermondi, G.5    Gasco, A.6
  • 2
    • 0020645555 scopus 로고
    • New developments in ca2+ channel antagonists
    • Janis, R.A.; Triggle, D.J. New developments in Ca2+ channel antagonists. J. Med. Chem. 1993, 26, 775-785.
    • (1993) J. Med. Chem. , vol.26 , pp. 775-785
    • Janis, R.A.1    Triggle, D.J.2
  • 3
    • 65349111833 scopus 로고    scopus 로고
    • Synthesis and laser activity of halo-acridinedione derivatives
    • Kaya, M.; Yildirir, Y.; Türker, L. Synthesis and laser activity of halo-acridinedione derivatives. J. Heterocyclic Chem. 2009, 46, 294-297.
    • (2009) J. Heterocyclic Chem. , vol.46 , pp. 294-297
    • Kaya, M.1    Yildirir, Y.2    Türker, L.3
  • 4
    • 38849145148 scopus 로고    scopus 로고
    • 1-Methylimidazolium triflouroacetate ([Hmim]TFA): An efficient reusable acidic ionic liquid for the synthesis of 1,8-dioxooctahydroxanthenes and 1,8-dioxo-decahydroacridines
    • Dabiri, M.; Baghbanzadeh, M.; Arzroomchilar, E. 1-Methylimidazolium triflouroacetate ([Hmim]TFA): An efficient reusable acidic ionic liquid for the synthesis of 1,8-dioxooctahydroxanthenes and 1,8-dioxo-decahydroacridines. Catal. Commun. 2008, 9, 939-942.
    • (2008) Catal. Commun. , vol.9 , pp. 939-942
    • Dabiri, M.1    Baghbanzadeh, M.2    Arzroomchilar, E.3
  • 5
    • 44349151458 scopus 로고    scopus 로고
    • An efficient synthesis of polyhydroacridine derivatives by the three-component reaction of aldehydes, amines and dimedone in ionic liquid
    • Shi, D.Q.; Ni, S.N.; Yang, F.; Shi, J.W.; Dou, G.L.; Li, X.Y.; Wang, X.S. An efficient synthesis of polyhydroacridine derivatives by the three-component reaction of aldehydes, amines and dimedone in ionic liquid. J. Heterocycl. Chem. 2008, 45, 653-660.
    • (2008) J. Heterocycl. Chem. , vol.45 , pp. 653-660
    • Shi, D.Q.1    Ni, S.N.2    Yang, F.3    Shi, J.W.4    Dou, G.L.5    Li, X.Y.6    Wang, X.S.7
  • 6
    • 76149098819 scopus 로고    scopus 로고
    • Efficient solvent-free, microwave-enhanced condensation of 5,5-dimethyl-1,3-cyclohexanedione with aldehydes and imines using libr as inexpensive, mild catalyst
    • Kumara, D.; Sandhu, J.S. Efficient, solvent-free, microwave-enhanced condensation of 5,5-dimethyl-1,3-cyclohexanedione with aldehydes and imines using libr as inexpensive, mild catalyst. Synth. Commun. 2010, 40, 510-517.
    • (2010) Synth. Commun. , vol.40 , pp. 510-517
    • Kumara, D.1    Sandhu, J.S.2
  • 7
    • 58149129154 scopus 로고    scopus 로고
    • Proline-catalyzed simple and efficient synthesis of 1,8-dioxo- decahydroacridines in aqueous ethanol medium
    • Venkatesan, K.; Pujari, S.S.; Srinivasan, K.V. Proline-catalyzed simple and efficient synthesis of 1,8-dioxo-decahydroacridines in aqueous ethanol medium. Synth. Commun. 2009, 39, 228-241.
    • (2009) Synth. Commun. , vol.39 , pp. 228-241
    • Venkatesan, K.1    Pujari, S.S.2    Srinivasan, K.V.3
  • 8
    • 77950324103 scopus 로고    scopus 로고
    • Silica-bonded s-sulfonic acid as recyclable catalyst for the synthesis of 1,8-dioxo-decahydroacridines and 1,8-dioxooctahydroxanthenes
    • Niknam, K.; Panahi, F.; Saberi, D.; Mohagheghnejad, M. Silica-bonded S-sulfonic acid as recyclable catalyst for the synthesis of 1,8-dioxo- decahydroacridines and 1,8-dioxooctahydroxanthenes. J. Heterocycl. Chem. 2010, 47, 292-300.
    • (2010) J. Heterocycl. Chem. , vol.47 , pp. 292-300
    • Niknam, K.1    Panahi, F.2    Saberi, D.3    Mohagheghnejad, M.4
  • 9
    • 77950629546 scopus 로고    scopus 로고
    • Ceric ammonium nitrate (can) catalyzed synthesis of n-substituted decahydroacridine-1,8-diones in peg
    • Kidwai, M.; Bhatnagar, D. Ceric ammonium nitrate (CAN) catalyzed synthesis of n-substituted decahydroacridine-1,8-diones in PEG. Tetrahedron Lett. 2010, 51, 2700-2703.
    • (2010) Tetrahedron Lett. , vol.51 , pp. 2700-2703
    • Kidwai, M.1    Bhatnagar, D.2
  • 10
    • 66249113149 scopus 로고    scopus 로고
    • Clean synthesis of 9,10-diarylacridine derivatives in aqueous media
    • Shi, D.Q.; Shi, J.W.; Yao, H. Clean synthesis of 9,10-diarylacridine derivatives in aqueous media. Chin. J. Org. Chem. 2009, 29, 239-244.
    • (2009) Chin. J. Org. Chem. , vol.29 , pp. 239-244
    • Shi, D.Q.1    Shi, J.W.2    Yao, H.3
  • 11
    • 12144262856 scopus 로고    scopus 로고
    • Synthesis of ethyl 2,7,7-trimethyl-5-oxo-4-aryl- 1,4,5,6,7,8- hexahydroquinoline-3-carboxylate in water
    • Shi, D.Q.; Mou, J.; Zhuang, Q.Y.; Wang, X.S. Synthesis of ethyl 2,7,7-trimethyl-5-oxo-4-aryl- 1,4,5,6,7,8-hexahydroquinoline-3-carboxylate in water. Chin. J. Org. Chem. 2004, 24, 1569-1572.
    • (2004) Chin. J. Org. Chem. , vol.24 , pp. 1569-1572
    • Shi, D.Q.1    Mou, J.2    Zhuang, Q.Y.3    Wang, X.S.4
  • 12
    • 77953607304 scopus 로고    scopus 로고
    • Novel one-pot, four-component condensation reaction: An efficient approach for the synthesis of 2,5-disubstituted 1,3,4-oxadiazole derivatives by a ugi-4cr/aza-wittig sequence
    • Ramazani, A.; Rezaei, A. Novel one-pot, four-component condensation reaction: An efficient approach for the synthesis of 2,5-disubstituted 1,3,4-oxadiazole derivatives by a Ugi-4CR/aza-wittig sequence. Org. Lett. 2010, 12, 2852-2855.
    • (2010) Org. Lett. , vol.12 , pp. 2852-2855
    • Ramazani, A.1    Rezaei, A.2
  • 13
    • 84855221332 scopus 로고    scopus 로고
    • Four-component synthesis of 1,3,4-oxadiazole derivatives from n-isocyaniminotriphenylphosphorane, aromatic carboxylic acids, aromatic bis-aldehydes, and secondary amines
    • Ramazani, A.; Karimi, Z.; Souldozi, A.; Ahmadi, Y. Four-component synthesis of 1,3,4-oxadiazole derivatives from n- isocyaniminotriphenylphosphorane, aromatic carboxylic acids, aromatic bis-aldehydes, and secondary amines. Turk. J. Chem. 2012, 36, 81-91.
    • (2012) Turk. J. Chem. , vol.36 , pp. 81-91
    • Ramazani, A.1    Karimi, Z.2    Souldozi, A.3    Ahmadi, Y.4
  • 14
    • 79951927540 scopus 로고    scopus 로고
    • The reaction of (n-isocyanimino)triphenylphosphorane with biacetyl in the presence of aromatic carboxylic acids: Efficient one-pot three-component reaction for the synthesis of 3-(5-aryl-1,3,4-oxadiazol-2-yl)-3- hydroxybutan-2-one derivatives
    • Ramazani, A.; Rouhani, M.; Rezaei, A.; Shajari, N.; Souldozi, A. The reaction of (n-isocyanimino)triphenylphosphorane with biacetyl in the presence of aromatic carboxylic acids: Efficient one-pot three-component reaction for the synthesis of 3-(5-aryl-1,3,4-oxadiazol-2-yl)-3- hydroxybutan-2-one derivatives. Helv. Chim. Acta 2011, 94, 282-288.
    • (2011) Helv. Chim. Acta , vol.94 , pp. 282-288
    • Ramazani, A.1    Rouhani, M.2    Rezaei, A.3    Shajari, N.4    Souldozi, A.5
  • 15
    • 33750518388 scopus 로고    scopus 로고
    • Environmentally friendly and efficient synthesis of various 1,4-dihydropyridines in pure water
    • Wang, G.W.; Xia, J.J.; Miao, C.B.; Wu, X.L. Environmentally friendly and efficient synthesis of various 1,4-dihydropyridines in pure water. Bull. Chem. Soc. Jpn. 2006, 79, 454-459.
    • (2006) Bull. Chem. Soc. Jpn. , vol.79 , pp. 454-459
    • Wang, G.W.1    Xia, J.J.2    Miao, C.B.3    Wu, X.L.4
  • 16
    • 79961143063 scopus 로고    scopus 로고
    • Three types of products obtained unexpectedly from the reaction of dimedone with chalcones
    • Wang, G.W.; Lu, Q.Q.; Xia, J.J. Three types of products obtained unexpectedly from the reaction of dimedone with chalcones. Eur. J. Org. Chem. 2011, 4429-4438.
    • (2011) Eur. J. Org. Chem. , pp. 4429-4438
    • Wang, G.W.1    Lu, Q.Q.2    Xia, J.J.3
  • 17
    • 58549118723 scopus 로고    scopus 로고
    • Fe3+-montmorillonite: An efficient solid catalyst for one-pot synthesis of decahydroacridine derivatives
    • Luo, H.; Kang, Y.; Nie, H.; Yang, L. Fe3+-montmorillonite: An efficient solid catalyst for one-pot synthesis of decahydroacridine derivatives. J. Chin. Chem. Soc. 2008, 55, 1280-1285.
    • (2008) J. Chin. Chem. Soc. , vol.55 , pp. 1280-1285
    • Luo, H.1    Kang, Y.2    Nie, H.3    Yang, L.4
  • 18
    • 61849174705 scopus 로고    scopus 로고
    • Three-component one-pot synthesis of polyhydroacrodine derivatives in aqueous media
    • Shi, D.Q.; Shi, J.W.; Yao, H. Three-component one-pot synthesis of polyhydroacrodine derivatives in aqueous media. Synth. Commun. 2009, 39, 664-675.
    • (2009) Synth. Commun. , vol.39 , pp. 664-675
    • Shi, D.Q.1    Shi, J.W.2    Yao, H.3
  • 19
    • 33644599352 scopus 로고    scopus 로고
    • Amberlyst-15: An efficient reusable heterogeneous catalyst for the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxodecahydroacridines
    • Das, B.; Thirupathi, P.; Mahender, I.; Saidi Reddy, V.; Rao, Y.K. Amberlyst-15: An efficient reusable heterogeneous catalyst for the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxodecahydroacridines. J. Molecular Catal. A: Chem. 2006, 247, 233-239.
    • (2006) J. Molecular Catal. A: Chem. , vol.247 , pp. 233-239
    • Das, B.1    Thirupathi, P.2    Mahender, I.3    Saidi Reddy, V.4    Rao, Y.K.5
  • 20
    • 77950312313 scopus 로고    scopus 로고
    • A green procedure for the synthesis of 1,8-dioxodecahydroacridine derivatives under microwave irradiation in aqueous media without catalyst
    • Tang, Z.Q.; Chen, Y.; Liu, C.N.; Cai, K.Y.; Tu, S.J. A green procedure for the synthesis of 1,8-dioxodecahydroacridine derivatives under microwave irradiation in aqueous media without catalyst. J. Heterocycl. Chem. 2010, 47, 363-367.
    • (2010) J. Heterocycl. Chem. , vol.47 , pp. 363-367
    • Tang, Z.Q.1    Chen, Y.2    Liu, C.N.3    Cai, K.Y.4    Tu, S.J.5
  • 21
    • 79951529859 scopus 로고    scopus 로고
    • Solvent-free synthesis of xanthenediones and acridinediones
    • Shen, Y.B.; Wang, G.W. Solvent-free synthesis of xanthenediones and acridinediones. ARKIVOC 2008, xvi, 1-8.
    • (2008) ARKIVOC , vol.16 , pp. 1-8
    • Shen, Y.B.1    Wang, G.W.2
  • 22
    • 36749093889 scopus 로고    scopus 로고
    • New reaction of schiff base with dimedone: New method for the acridine derivatives under microwave irradiation
    • Tu, S.; Li, T.; Zhang, Y.; Shi, F.; Xu, J.; Wang, Q.; Zhang, J.; Zhu, X.; Jiang, B.; Jia, R.; Zhang, J. New reaction of schiff base with dimedone: New method for the acridine derivatives under microwave irradiation. J. Heterocycl. Chem. 2007, 44, 83-88.
    • (2007) J. Heterocycl. Chem. , vol.44 , pp. 83-88
    • Tu, S.1    Li, T.2    Zhang, Y.3    Shi, F.4    Xu, J.5    Wang, Q.6    Zhang, J.7    Zhu, X.8    Jiang, B.9    Jia, R.10    Zhang, J.11
  • 23
    • 67349208494 scopus 로고    scopus 로고
    • Brønsted acidic imidazolium salts containing perfluoroalkyl tails catalyzed one-pot synthesis of 1,8-dioxo-decahydroacridines in water
    • Shen, W.; Wang, L.M.; Tian, H.; Tang, J.; Yu, J.J. Brønsted acidic imidazolium salts containing perfluoroalkyl tails catalyzed one-pot synthesis of 1,8-dioxo-decahydroacridines in water. J. Fluorine Chem. 2009, 130, 522-527.
    • (2009) J. Fluorine Chem. , vol.130 , pp. 522-527
    • Shen, W.1    Wang, L.M.2    Tian, H.3    Tang, J.4    Yu, J.J.5
  • 24
    • 52249091787 scopus 로고    scopus 로고
    • Synthesis of polyhydroquinoline derivatives under aqueous media
    • Bandgar, B.P.; More, P.E.; Kamble, V.T.; Totre, J.V. Synthesis of polyhydroquinoline derivatives under aqueous media. ARKIVOC 2008, xv, 1-8.
    • (2008) ARKIVOC , vol.15 , pp. 1-8
    • Bandgar, B.P.1    More, P.E.2    Kamble, V.T.3    Totre, J.V.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.