- Synthesis of novel tricyclic heterocyclic compounds as potential anticancer agents using chromanone and thiochromanone as synthons
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The arylmethylene of benzopyrane or benzothiopyrane 3,4 have been synthesized and condensed with hydrazine, guanidine and thiourea to yield pyrazole 5-8, aminopyrimidine 9,10 and thioxopyrimidine derivatives 11,12, respectively. Compounds 3 or 4 on treatment with malononitrile in the presence of ammonium acetate/acetic acid or in the presence of piperidine/ methanol to yield benzopyrano- and benzothiopyranopyridine 13,14 and benzopyrano- and benzothiopyrane 15,16, respectively. The oxirane of compound 3 is prepared and condensed with CS2 to yield the tricyclic system, thioxothienobenzopyrane 21. Ylidenemalononitrile for the ketone 1 and 2 are synthesized and condensed with aromatic aldehyde in presence of ammonium acetate/acetic acid to yield benzopyranopyridine and benzothiopyranopyridine derivatives 24,25, respectively, which are the isomer of compounds 13,14. Ylidenemalononitrile on condensation with phenylisothiocyanate yields benzo-pyrano- and benzothiopyranothioxopyridine 28,29, respectively.
- Hammam, Abou El-Fotooh G.,Fahmy,Amr, Abdel-Galil E.,Mohamed, Ashraf M.
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p. 1985 - 1993
(2007/10/03)
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- Fused Heterocycles, VI: Reactions of 3-Arylidenechromanones and -1-thiochromanones with Thiourea
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Reactions of 3-arylidenechromanones (1-4) and -1-thiochromanones (5-8) with thiourea gave thiazines (9-16) under acidic and pyrimidine derivatives (17-21) under alkaline reaction conditions. Keywords.Benzopyranopyrimidines; Benzothiopyranopy
- Levai, Albert
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p. 691 - 695
(2007/10/02)
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