2-aryl-3-arylaminoisoxazol-5(2h)-ones as sources of indoles and imidazo[1,2-a]pyridines

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2003 Fused pyridine derivatives Fused pyridine derivatives R 0450 2-Aryl-3-arylaminoisoxazol-5(2H)-ones as Sources of Indoles and Imid- azo[1,2-a]pyridines. — Intramolecular cyclization of isoxazolones (II) in the presence of a base gives fused pyridines exclusively, whereas under the same conditions isox- azolones (IV) afford additionally indoles. The mode of cyclization is controlled by the electronegativity of the aryl substituent. Compounds (Vb) and (VIb) exhibit significant cytotoxicity toward mammalian cells. — (JEFFERY, D.; PRAGER*, R. H.; TURNER, D.; DREIMANIS, M.; Tetrahedron 58 (2002) 50, 9965-9972; Sch. Chem., Phys. Earth Sci., Flinders Univ., Adelaide, South Aust. 5001, Australia; Eng.) — Klein 14- 144

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Page 1: 2-Aryl-3-arylaminoisoxazol-5(2H)-ones as Sources of Indoles and Imidazo[1,2-a]pyridines

2003 Fused pyridine derivatives

Fused pyridine derivativesR 0450 2-Aryl-3-arylaminoisoxazol-5(2H)-ones as Sources of Indoles and Imid-

azo[1,2-a]pyridines. — Intramolecular cyclization of isoxazolones (II) in the presence of a base gives fused pyridines exclusively, whereas under the same conditions isox-azolones (IV) afford additionally indoles. The mode of cyclization is controlled by the electronegativity of the aryl substituent. Compounds (Vb) and (VIb) exhibit significant cytotoxicity toward mammalian cells. — (JEFFERY, D.; PRAGER*, R. H.; TURNER, D.; DREIMANIS, M.; Tetrahedron 58 (2002) 50, 9965-9972; Sch. Chem., Phys. Earth Sci., Flinders Univ., Adelaide, South Aust. 5001, Australia; Eng.) — Klein

14- 144