Journal
JOURNAL OF FLUORINE CHEMISTRY
Volume 128, Issue 11, Pages 1369-1375Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2007.06.007
Keywords
pyrido[4,3-d]pyrimidin-4(3H)-one; aza-Wittig reaction; synthesis; fungicidal activity
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Sixteen novel 2-substituted-5,8,9-trimethyl-3-(4-fluoro-substituted)phenyl-thieno[3',2'-5,6] pyrido[4,3-d]pyrirnidin-4(3H)-ones 5a-5p were designed and have been successfully synthesized via tandem aza-Wittig and annulation reactions of the corresponding iminophosphorances 1, para-fluoro phenyl isocyanate, and substituted phenols or amines in 73-90% isolated yields. Their structures were clearly verified by IR, H-1 NMR, EI-MS spectroscopy and elemental analysis, and in the case of compound 5a, analyzed by single-crystal X-ray diffraction further. The results of preliminary bioassay indicated that some compounds possess inhibition activities against Rhizoctonia solani and Botrytis cinereapers at a dosage of 50 mg/L. (c) 2007 Elsevier B.V. All rights reserved.
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