Dihydrothiophenes as precursors to fused quinolines, quinolones and coumarins via o-quinodimethane intermediates

Tetrahedron

Volumn 52, Issue 9, 1996, Pages 3117-3134

  White, Lindsay A ^a   Storr, Richard C ^a  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

COUMARIN DERIVATIVE; QUINOLINE DERIVATIVE; THIOPHENE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS;

BETULACEAE;

EID: 0030046258     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)01099-8     Document Type: Article

References (18)

1. Preliminary communication: White, L.A.;.O'Neill, P.M.; Park, B.K.; Storr, R.C. Tetrahedron Lett., 1995, 36, 5983.
2. For leading references see: Chou, T-S. Reviews on Heteroatom Chem., 1993, 8, 65; Chaloner, L.M.; Crew, A.P.A.; O'Neill, P.M.; Storr, R.C.; Yelland, M. Tetrahedron, 1992, 48, 8101; and Chou, T-S.; Chang, R-C. J. Org. Chem., 1993, 58, 493.
3. For leading references see: Chou, T-S. Reviews on Heteroatom Chem., 1993, 8, 65; Chaloner, L.M.; Crew, A.P.A.; O'Neill, P.M.; Storr, R.C.; Yelland, M. Tetrahedron, 1992, 48, 8101; and Chou, T-S.; Chang, R-C. J. Org. Chem., 1993, 58, 493.
4. For leading references see: Chou, T-S. Reviews on Heteroatom Chem., 1993, 8, 65; Chaloner, L.M.; Crew, A.P.A.; O'Neill, P.M.; Storr, R.C.; Yelland, M. Tetrahedron, 1992, 48, 8101; and Chou, T-S.; Chang, R-C. J. Org. Chem., 1993, 58, 493.
5. Jones, G. The Chemistry of Heterocyclic Compounds, Acridines, Interscience, 1973, 9.
6. Ellis, G.P. The Chemistry of Heterocyclic Compounds, Chromenes, Chromanones and Chromones, Interscience, 1976, 881.
7. MacDowell, D.N.H.; Jeffries, A.T.; Meyers, M.B. J.Org. Chem., 1971, 36, 1416; this procedure was improved by the use of biphenyl as solvent.
8. Woodward, R.B.; Eastman, R.H. J. Am. Chem. Soc., 1946, 68, 2229.
9. Chou, T-S.; Ko, C.W. Tetrahedron, 1994, 50, 10721.
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12. A 3,4-dimethylenequinolin-2-one derivative has been reported previously by ring opening of a quinolone fused cyclobutene: Kaneko, C.; Naito, T.; Ito, M. Tetrahedron Lett., 1980, 20, 1645.
13. Kant, J. J. Org. Chem., 1993, 58, 2296.
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16. Sharp, M.J.; Cheng, W.; Snieckus, V. Tetrahedron Lett., 1987, 28, 5093; Cheng, W.; Snieckus, V. Tetrahedron Lett., 1987, 28, 5097. Tetrahedron, Vol. 52, No. 9, pp. 3135-3152, 1996
17. Sharp, M.J.; Cheng, W.; Snieckus, V. Tetrahedron Lett., 1987, 28, 5093; Cheng, W.; Snieckus, V. Tetrahedron Lett., 1987, 28, 5097. Tetrahedron, Vol. 52, No. 9, pp. 3135-3152, 1996
18. Sharp, M.J.; Cheng, W.; Snieckus, V. Tetrahedron Lett., 1987, 28, 5093; Cheng, W.; Snieckus, V. Tetrahedron Lett., 1987, 28, 5097. Tetrahedron, Vol. 52, No. 9, pp. 3135-3152, 1996