A preparation of methyl 2-amino-3-formylbenzoate and its use in Friedlander synthesis

Synthetic Communications

Volumn 29, Issue 23, 1999, Pages 4223-4233

  Bu, Xianyong ^a   Deady, Leslie W ^a  

^a LA TROBE UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOIC ACID DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; CYCLOHEXANONE; INDANONE DERIVATIVE; METHYL 2 AMINO 3 FORMYLBENZOATE; UNCLASSIFIED DRUG;

AROMATIZATION; ARTICLE; DECARBOXYLATION; HIGH TEMPERATURE; OXIDATION; POLYMERIZATION; SYNTHESIS;

EID: 0032692428     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919908085895     Document Type: Article

References (11)

1. Jones, G. in "The Chemistry of Heterocyclic Compounds" (Eds Weissberger, A. and Taylor, E. C.,) Vol. 32 "Quinolines" Part I, Wiley-Interscience, London, 1977, pp 181-191, 197-207.
2. Deady, L.W., Kaye, A.J., Finlay, G.J., Baguley, B.C. and Denny, W.A., J. Med. Chem., 1997, 40, 2040.
3. Gamage, S.A., Spicer, J.A., Rewcastle, G.W. and Denny, W.A., Tetrahedron Letters, 1997, 38, 699.
4. D'Rozario, A.P., Greig, D.J., Hudson, R.F. and Williams, A., J. Chem. Soc. Perkin Trans. 2, 1981, 590.
5. Chen, Q. and Deady, L.W., J. Heterocycl. Chem., 1992, 29, 1197.
6. Baguley, B.C., Zhuang, L. and Marshall, E., Cancer Chemother. Pharmacol., 1995, 36, 244.
7. Grundon, M.F. and Boekelheide, V., J. Am. Chem. Soc., 1952, 74, 2637.
8. Fatiadi, A.J., Synthesis, 1976, 67.
9. Koo, J., J. Am. Chem. Soc., 1953, 75, 1891.
10. Hydrolysis of the ester function occurs. If diphenyl ether is used, decarboxylation also occurs and 4-methylacridine is formed.
11. Atwell, G.J., Rewcastle, G.W., Baguley, B.C. and Denny, W.A., J. Med. Chem., 1987, 30, 664.