메뉴 건너뛰기




Volumn 40, Issue 8, 2010, Pages 1224-1230

One-pot, three-component synthesis of 3-(5-amino-1H-pyrazol-4-yl)-3-(2- hydroxy-4,4-dimethyl-6-oxocyclohex-1-enyl)indolin-2-ones

Author keywords

Dimedone; Isatin; Oxindole; Pyrazole

Indexed keywords

1H PYRAZOLE 5 AMINE DERIVATIVE; 3 (5 AMINO 1H PYRAZOL 4 YL) 3 ( HYDROXY 4,4 DIMETHYL 6 OXOCYCLOHEX 1 ENYL)INDOLIN 2 ONE DERIVATIVE; 5,5 DIMETHYL 1,3 CYCLOHEXANEDIONE; AMINE; INDOLE; ISATIN; UNCLASSIFIED DRUG;

EID: 77949369700     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910903062298     Document Type: Article
Times cited : (4)

References (27)
  • 1
    • 2542509173 scopus 로고    scopus 로고
    • Multicomponent reactions with isocyanides
    • Domling, A.; Ugi, I. Multicomponent reactions with isocyanides. Angew. Chem., Int. Ed. Engl. 2000, 39, 3168-3210.
    • (2000) Angew. Chem., Int. Ed. Engl. , vol.39 , pp. 3168-3210
    • Domling, A.1    Ugi, I.2
  • 2
    • 31544434530 scopus 로고    scopus 로고
    • Recent developments in isocyanide-based multicomponent reactions in applied chemistry
    • Dömling, A. Recent developments in isocyanide-based multicomponent reactions in applied chemistry. Chem. Rev. 2006, 106, 17-89.
    • (2006) Chem. Rev. , vol.106 , pp. 17-89
    • Dömling, A.1
  • 3
    • 0035594725 scopus 로고    scopus 로고
    • The chemistry of isatins: A review from 1975 to 1999
    • DaSilva, J. F. M.; Garden, S. J.; Pinto, A. C. The chemistry of isatins: A review from 1975 to 1999. J. Braz. Chem. Soc. 2001, 12, 273-324.
    • (2001) J. Braz. Chem. Soc. , vol.12 , pp. 273-324
    • Dasilva, J.F.M.1    Garden, S.J.2    Pinto, A.C.3
  • 4
    • 0025833550 scopus 로고
    • Heterocyclic and a-substituted benzylidenemalononitrile tyrphostins as potent inhibitors of EGF receptor and ErbB2=neu tyrosine kinases
    • Gazit, A.; Osherov, N.; Posner, I.; Yaish, P.; Poradosu, E.; Gilon, C.; Levitzki, A. Tyrphostins, II: Heterocyclic and a-substituted benzylidenemalononitrile tyrphostins as potent inhibitors of EGF receptor and ErbB2=neu tyrosine kinases. J. Med. Chem. 1991, 34, 1896-1907.
    • (1991) J. Med. Chem. , vol.34 , pp. 1896-1907
    • Gazit, A.1    Osherov, N.2    Posner, I.3    Yaish, P.4    Poradosu, E.5    Gilon, C.6    Ii Tyrphostins, L.A.7
  • 5
    • 7344228964 scopus 로고    scopus 로고
    • Preparation of 3,3-diaryloxindoles by superacid-induced condensations of isatins and aromatics with a combinatorial approach
    • Klumpp, D. A.; Yeung, K. Y.; Prakash, G. K. S.; Olah, G. A. Preparation of 3,3-diaryloxindoles by superacid-induced condensations of isatins and aromatics with a combinatorial approach. J. Org. Chem. 1998, 63, 4481-4484.
    • (1998) J. Org. Chem. , vol.63 , pp. 4481-4484
    • Klumpp, D.A.1    Yeung, K.Y.2    Prakash, G.K.S.3    Olah, G.A.4
  • 6
    • 0028950654 scopus 로고
    • Convolutamydine A a novel bioactive hydroxyoxindole alkaloid from marine bryozoan Amathia convolute
    • Kamano, Y.; Zhang, H. P.; Ichihara, Y.; Kizu, H.; Komiyama, K.; Itokawa, H.; Pettit, G. R. Convolutamydine A, a novel bioactive hydroxyoxindole alkaloid from marine bryozoan Amathia convolute. Tetrahedron Lett. 1995, 36, 2783-2794.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 2783-2794
    • Kamano, Y.1    Zhang, H.P.2    Ichihara, Y.3    Kizu, H.4    Komiyama, K.5    Itokawa, H.6    Pettit, G.R.7
  • 7
    • 0020066039 scopus 로고
    • Biologically active indole derivatives
    • Joshi, K. C.; Chand, P. Biologically active indole derivatives. Pharmazie 1982, 37, 1-12.
    • (1982) Pharmazie , vol.37 , pp. 1-12
    • Joshi, K.C.1    Chand, P.2
  • 10
    • 0020686579 scopus 로고
    • Potential anticonvulsants VI: Condensation of isatins with cyclohexanone and other cyclic ketones
    • Pajouhesh, H.; Parsons, R.; Popp, F. D. Potential anticonvulsants, VI: Condensation of isatins with cyclohexanone and other cyclic ketones. J. Pharm. Sci. 1983, 72, 318-321.
    • (1983) J. Pharm. Sci. , vol.72 , pp. 318-321
    • Pajouhesh, H.1    Parsons, R.2    Popp, F.D.3
  • 11
    • 30744466643 scopus 로고    scopus 로고
    • Facile synthesis of 3,3-di(heteroaryl)indolin-2-one derivatives catalyzed by ceric ammonium nitrate (CAN) under ultrasound irradiation
    • Wang, S.-Y.; Ji, S.-J. Facile synthesis of 3,3-di(heteroaryl)indolin-2- one derivatives catalyzed by ceric ammonium nitrate (CAN) under ultrasound irradiation. Tetrahedron 2006, 62, 1527-1535.
    • (2006) Tetrahedron , vol.62 , pp. 1527-1535
    • Wang, S.-Y.1    Ji, S.-J.2
  • 12
    • 33748572906 scopus 로고    scopus 로고
    • Silica sulfuric acid, a novel and heterogeneous catalyst for the synthesis of some new oxindole derivatives
    • Azizian, J.; Mohammadi, A. A.; Karimi, N.; Mohammadizadeh, M. R.; Karimi, A. R. Silica sulfuric acid, a novel and heterogeneous catalyst for the synthesis of some new oxindole derivatives. Catal. Commun. 2006, 7, 752-755.
    • (2006) Catal. Commun. , vol.7 , pp. 752-755
    • Azizian, J.1    Mohammadi, A.A.2    Karimi, N.3    Mohammadizadeh, M.R.4    Karimi, A.R.5
  • 13
    • 0037025755 scopus 로고    scopus 로고
    • Preparation of dibarbiturates of oxindole by condensation of isatin and barbituric acid derivatives
    • Jursic, B.; Stevens, E. D. Preparation of dibarbiturates of oxindole by condensation of isatin and barbituric acid derivatives. Tetrahedron Lett. 2002, 43, 5681-5683.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 5681-5683
    • Jursic, B.1    Stevens, E.D.2
  • 14
    • 0030572496 scopus 로고    scopus 로고
    • TM) a potent and selective inhibitor of type 5 cGMP phosphodiesterase with utility for the treatment of male erectile dysfunction
    • TM), a potent and selective inhibitor of type 5 cGMP phosphodiesterase with utility for the treatment of male erectile dysfunction. Bioorg. Med. Chem. Lett. 1996, 6, 1819-1824.
    • (1996) Bioorg. Med. Chem. Lett. , vol.6 , pp. 1819-1824
    • Terrett, N.K.1    Bell, A.S.2    Brown, D.3    Sildenafil, E.P.4
  • 15
    • 84944033746 scopus 로고    scopus 로고
    • A. R. Katritzky, C. W. Rees, E. F. Scriven (Eds.); Elsevier: Oxford
    • Elguero, J. In Comprehensive Heterocyclic Chemistry II; A. R. Katritzky, C. W. Rees, E. F. Scriven (Eds.); Elsevier: Oxford, 1996; vol.3, pp. 1-75.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.3 , pp. 1-75
    • Elguero, J.1
  • 16
    • 0347360257 scopus 로고    scopus 로고
    • Polar substitutions in the benzenesulfonamide ring of celecoxib afford a potent 1,5-diarylpyrazole class of COX-2 inhibitors
    • Singh, S. K.; Reddy, P. G.; Rao, K. S.; Lohray, B. B.; Misra, P.; Rajjak, S. A.; Rao, Y. K.; Venkatewarlu, A. Polar substitutions in the benzenesulfonamide ring of celecoxib afford a potent 1,5-diarylpyrazole class of COX-2 inhibitors. Bioorg. Med. Chem. Lett. 2004, 14, 499-504.
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 499-504
    • Singh, S.K.1    Reddy, P.G.2    Rao, K.S.3    Lohray, B.B.4    Misra, P.5    Rajjak, S.A.6    Rao, Y.K.7    Venkatewarlu, A.8
  • 17
    • 34547525027 scopus 로고    scopus 로고
    • Synthesis and binding affinity of new pyrazole and isoxazole derivatives as potential atypical antipsychotics
    • Arcelo, M.; Ravina, E.; Masaguer, C. F.; Dominguez, E.; Areias, F. M.; Brea, J.; Loza, M. I. Synthesis and binding affinity of new pyrazole and isoxazole derivatives as potential atypical antipsychotics. Bioorg. Med. Chem. Lett. 2007, 17, 4873-4877.
    • (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 4873-4877
    • Arcelo, M.1    Ravina, E.2    Masaguer, C.F.3    Dominguez, E.4    Areias, F.M.5    Brea, J.6    Loza, M.I.7
  • 18
    • 36049042658 scopus 로고    scopus 로고
    • A novel three-component method for the synthesis of triazolo[1,2-a] indazole-triones
    • Bazgir, A.; Seyyedhamzeh, M.; Yasaei, Z.; Mirzaei, P. A novel three-component method for the synthesis of triazolo[1,2-a]indazole-triones. Tetrahedron Lett. 2007, 48, 8790-8794.
    • (2007) Tetrahedron Lett. , vol.48 , pp. 8790-8794
    • Bazgir, A.1    Seyyedhamzeh, M.2    Yasaei, Z.3    Mirzaei, P.4
  • 19
    • 38649136593 scopus 로고    scopus 로고
    • One-pot three-component route to 2H-indazolo[2,1-b]phthalazine-triones
    • Sayyafi, M.; Seyyedhamzeh, M.; Khavasi, H. R.; Bazgir, A. One-pot, three-component route to 2H-indazolo[2,1-b]phthalazine-triones. Tetrahedron 2008, 64, 2375-2378.
    • (2008) Tetrahedron , vol.64 , pp. 2375-2378
    • Sayyafi, M.1    Seyyedhamzeh, M.2    Khavasi, H.R.3    Bazgir, A.4
  • 20
    • 36649002099 scopus 로고    scopus 로고
    • A facile three-components one-pot synthesis of pyrimido[4,5-d]pyrimidine- 2,5-dione derivatives under microwave-assisted conditions
    • Dabiri, M.; Arvin-Nezhad, H.; Khavasi, H. R.; Bazgir, A. A facile three-components, one-pot synthesis of pyrimido[4,5-d]pyrimidine-2,5-dione derivatives under microwave-assisted conditions. J. Heterocycl. Chem. 2007, 44, 1009-1011.
    • (2007) J. Heterocycl. Chem. , vol.44 , pp. 1009-1011
    • Dabiri, M.1    Arvin-Nezhad, H.2    Khavasi, H.R.3    Bazgir, A.4
  • 21
    • 43649094889 scopus 로고    scopus 로고
    • An efficient three-component one-pot synthesis of new pyrimido[4,5-d]pyrimidine-2,4-diones
    • Dabiri, M.; Azimi, S. C.; Arvin-Nezhad, H.; Bazgir, A. An efficient three-component, one-pot synthesis of new pyrimido[4,5-d]pyrimidine-2,4-diones. Heterocycles 2008, 75, 87-93.
    • (2008) Heterocycles , vol.75 , pp. 87-93
    • Dabiri, M.1    Azimi, S.C.2    Arvin-Nezhad, H.3    Bazgir, A.4
  • 22
    • 33846224716 scopus 로고    scopus 로고
    • A novel and efficient synthesis of pyrimido[4,5-d]pyrimidine-2,4,7-trione and pyrido[2,3-d:6,5-d] dipyrimidine-2,4,6,8-tetrone derivatives
    • Dabiri, M.; Arvin-Nezhad, H.; Khavasi, H. R.; Bazgir, A. A novel and efficient synthesis of pyrimido[4,5-d]pyrimidine-2,4,7-trione and pyrido[2,3-d:6,5-d] dipyrimidine-2,4,6,8-tetrone derivatives. Tetrahedron 2007, 63, 1770-1774.
    • (2007) Tetrahedron , vol.63 , pp. 1770-1774
    • Dabiri, M.1    Arvin-Nezhad, H.2    Khavasi, H.R.3    Bazgir, A.4
  • 23
    • 34548668006 scopus 로고    scopus 로고
    • A simole and environmewntally benign method for the synthesis of naphthoxazin-3-one derivatives
    • Dabiri, M.; Delbari, A. S.; Bazgir, A. A simole and environmewntally benign method for the synthesis of naphthoxazin-3-one derivatives. Heterocycles 2007, 71, 543-648.
    • (2007) Heterocycles , vol.71 , pp. 543-648
    • Dabiri, M.1    Delbari, A.S.2    Bazgir, A.3
  • 24
    • 44349108844 scopus 로고    scopus 로고
    • An efficient one-pot synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10- dione derivatives
    • Ghahremanzadeh, R.; Shakibaei, G. I.; Bazgir, A. An efficient one-pot synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives. Synlett. 2008, 1129-1132.
    • (2008) Synlett. , pp. 1129-1132
    • Ghahremanzadeh, R.1    Shakibaei, G.I.2    Bazgir, A.3
  • 25
    • 0030572050 scopus 로고    scopus 로고
    • Selective catalytic synthesis of fine chemicals: Opportunities and trends
    • Sheldon, R. A. Selective catalytic synthesis of fine chemicals: Opportunities and trends. J. Mol. Catal. A 1996, 107, 75-83.
    • (1996) J. Mol. Catal. A , vol.107 , pp. 75-83
    • Sheldon, R.A.1
  • 26
    • 73049117782 scopus 로고    scopus 로고
    • A clean synthesis of 3,3-bis (5-amino-1H-pyrazol-4-yl)-indolin-2-one derivatives
    • Ahadi, S.; Imani Shakibaei, G.; Mirzaei, P.; Bazgir, A. A clean synthesis of 3,3-bis (5-amino-1H-pyrazol-4-yl)-indolin-2-one derivatives. Heterocycles 2008, 75, 2293-2299.
    • (2008) Heterocycles , vol.75 , pp. 2293-2299
    • Ahadi, S.1    Imani Shakibaei, G.2    Mirzaei, P.3    Bazgir, A.4
  • 27
    • 51349155681 scopus 로고    scopus 로고
    • A clean synthesis of spiro[indoline-3,9-xanthene]trion derivatives
    • Ahadi, S.; Khavasi, H. R.; Bazgir, A. A clean synthesis of spiro[indoline-3,9-xanthene]trion derivatives. Chem. Pharm. Bull. 2008, 56, 1328-1330.
    • (2008) Chem. Pharm. Bull. , vol.56 , pp. 1328-1330
    • Ahadi, S.1    Khavasi, H.R.2    Bazgir, A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.