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Volumn 65, Issue 31, 2009, Pages 5949-5957

Synthesis of fused dihydro-pyrimido[4,3-d]coumarins using Biginelli multicomponent reaction as key step

Author keywords

[No Author keywords available]

Indexed keywords

1,2,3,4 TETRAHYDRO 6 METHYL 2 OXO 4 (2 HYDROXYNAPHTYL)PYRIMIDINE 5 CARBOXYLIC ACID; 1,2,3,4 TETRAHYDRO 6 METHYL 2 OXO 4 (2 HYDROXYPHENYL)PYRIMIDINE 5 CARBOXYLIC ACID; 1,2,3,4 TETRAHYDRO 6 METHYL 2 OXO 4 (3 ETHOXY 2 HYDROXYPHENYL)PYRIMIDINE 5 CARBOXYLIC ACID; 1,2,3,4 TETRAHYDRO 6 METHYL 2 OXO 4 (4 METHOXY 2 HYDROXYPHENYL)PYRIMIDINE 5 CARBOXYLIC ACID; 1,2,3,4 TETRAHYDRO 6 METHYL 2 OXO 4 (5 METHYL 2 HYDROXYPHENYL)PYRIMIDINE 5 CARBOXYLIC ACID; 4 BROMO 9 METHYL 11 OXO 8 OXA 10,12 DIAZATRICYCLO[7,3,1,0 2,7]TRIDECA 2,4 6 TRIENE; 4 ETHOXY 11 OXO 8 OXA 10,12 DIAZTRICYCLO[7,3,1,0 2,7]TRIDECA 2,4 6 TRIENE; 4 METHYL 1H BENZO[5]CHROMENO[4,3 D]PYRIMIDINE 2,5(3H,10BH)DIONE; 4 METHYL 1H CHROMENO[4,3 D]PYRIMIDINE 2,5(3H,10BH)DIONE; 4,9 DIMETHYL 11 OXO 8 OXA 10,12 DIAZATRICYCLO[7,3,1,0 2,7]TRIDECA 2,4 6 TRIENE; 4,9 DIMETHYL 1H CHROMENO[4,3 D]PYRIMIDINE 2,5 (3H,10BH)DIONE; 5 HYDROXY 9 METHYL 11 OXO 8 OXA 10,12 DIAZATRICYCLO[7,3,1,0 2,7]TRIDECA 2,4 6 TRIENE; 5 METHOXY 9 METHYL 11 OXO 8 OXA 10,12 DIAZATRICYCLO[7,3,1,0 2,7]TRIDECA 2,4 6 TRIENE; 6 METHYL 4 (2 BENZYLOXY 4 METHOXYPHENYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID BENZYL ESTER; 6 METHYL 4 (2 HYDROXYNAPHTYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID BENZYL ESTER; 6 METHYL 4 (2 HYDROXYPHENYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID BENZYL ESTER; 6 METHYL 4 (2,4 BENZYLOXYPHENYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID BENZYL ESTER; 6 METHYL 4 (3 ETHOXY 2 HYDROXYPHENYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID BENZYL ESTER; 6 METHYL 4 (5 BROMO 2 HYDROXYPHENYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID BENZYL ESTER; 6 METHYL 4 (5 BROMO 2 HYDROXYPHENYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID TERT BUTYL ESTER; 6 METHYL 4 (5 CHLORO 2 HYDROXYPHENYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID BENZYL ESTER; 6 METHYL 4 (5 CHLORO 2 HYDROXYPHENYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID TERT BUTYL ESTER; 6 METHYL 4 (5 METHYL 2 HYDROXYPHENYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID BENZYL ESTER; 6 METHYL 4 (5 NITRO 2 HYDROXYPHENYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID BENZYL ESTER; 6 METHYL 4 (5 NITRO 2 HYDROXYPHENYL) 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID TERT BUTYL ESTER; 8 METHOXY 4 METHYL 1H CHROMENO[4,3 D]PYRIMIDINE 2,5 (3H,10BH)DIONE; 9 METHYL 11 OXO 8 OXA 10,12 DIAZATRICYCLO[7,3,1,0 2,7]TRIDECA 2,4,6 TRIENE; 9 METHYL 4 NITRO 11 OXO 8 OXA 10,12 DIAZATRICYCLO[7,3,1,0 2,7]TRIDECA 2,4 6 TRIENE; COUMARIN DERIVATIVE; ETHOXY 4 METHYL 1H CHROMENO[4,3 D]PYRIMIDINE 2,5(3H,10BH)DIONE; UNCLASSIFIED DRUG;

EID: 67649363483     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.05.088     Document Type: Article
Times cited : (39)

References (52)
  • 1
    • 84885498573 scopus 로고    scopus 로고
    • Zhu J., and Bienayme H. (Eds), Wiley, Weinheim
    • Hulme C. In: Zhu J., and Bienayme H. (Eds). Multicomponent Reactions (2005), Wiley, Weinheim 311-341
    • (2005) Multicomponent Reactions , pp. 311-341
    • Hulme, C.1
  • 7
    • 0034519777 scopus 로고    scopus 로고
    • For Biginelli-type dihydropyrimidines, most relevant for our work see:
    • For Biginelli-type dihydropyrimidines, most relevant for our work see:. Kappe C.O. Eur. J. Med. Chem. (2000) 1043-1052
    • (2000) Eur. J. Med. Chem. , pp. 1043-1052
    • Kappe, C.O.1
  • 9
    • 0000176059 scopus 로고
    • For general reviews see:
    • Biginelli P. Gazz. Chim. Ital. 23 (1893) 360-416 For general reviews see:
    • (1893) Gazz. Chim. Ital. , vol.23 , pp. 360-416
    • Biginelli, P.1
  • 13
    • 67649350424 scopus 로고    scopus 로고
    • Very few relevant papers dealt with the Biginelli condensation and its mechanism before the end of the 1980's
    • Very few relevant papers dealt with the Biginelli condensation and its mechanism before the end of the 1980's:
  • 24
    • 0030732273 scopus 로고    scopus 로고
    • For mechanistic insights of the process, see:
    • For mechanistic insights of the process, see:. Kappe C.O. J. Org. Chem. 62 (1997) 7201-7204
    • (1997) J. Org. Chem. , vol.62 , pp. 7201-7204
    • Kappe, C.O.1
  • 25
    • 58849138719 scopus 로고    scopus 로고
    • The overwhelming number of papers concerning catalysts of the Biginelli reaction has been recently reviewed in a report that lists the catalysts used to mediate the condensation and even introduces the concept of 'placebo catalyst' for the Biginelli reaction (sodium chloride):
    • The overwhelming number of papers concerning catalysts of the Biginelli reaction has been recently reviewed in a report that lists the catalysts used to mediate the condensation and even introduces the concept of 'placebo catalyst' for the Biginelli reaction (sodium chloride):. Kolosov M.A., Orlov V.D., Beloborodov D.A., and Dotsenko V.V. Mol. Diversity 13 (2009) 5-25
    • (2009) Mol. Diversity , vol.13 , pp. 5-25
    • Kolosov, M.A.1    Orlov, V.D.2    Beloborodov, D.A.3    Dotsenko, V.V.4
  • 35
    • 67649350425 scopus 로고    scopus 로고
    • For examples of recent reviews on synthesis and pharmacological evaluation of some fused pyrimidines classes see
    • For examples of recent reviews on synthesis and pharmacological evaluation of some fused pyrimidines classes see:
  • 38
    • 67649314631 scopus 로고    scopus 로고
    • Gross G., and Doerr H.W. (Eds), Karger, Basel
    • De Clercq E. In: Gross G., and Doerr H.W. (Eds). Herpes Zoster. Monogr. Virol. Vol. 26 (2006), Karger, Basel 131-142
    • (2006) Herpes Zoster. Monogr. Virol. , vol.26 , pp. 131-142
    • De Clercq, E.1
  • 44
    • 67649314632 scopus 로고    scopus 로고
    • note
    • See Supplementary data for details.
  • 50
    • 0034674776 scopus 로고    scopus 로고
    • Lanthanides triflates as catalysts in solvent-free conditions:
    • Lanthanides triflates as catalysts in solvent-free conditions:. Ma Y., Qian C., Wang L., and Yang M. J. Org. Chem. 65 (2000) 3864-3868
    • (2000) J. Org. Chem. , vol.65 , pp. 3864-3868
    • Ma, Y.1    Qian, C.2    Wang, L.3    Yang, M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.