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Facile Method for the Synthesis of Pyrazolo[3,4-b]-pyrido[4,3-d]-pyrimidine-4-ones via a Tandem Aza-Wittig Reaction
Authors:Tao Wang  Cai Hua Zheng  Shu Liu  Hong Wu He
Institution:1. College of Chemistry and Chemical Engineering, Jiangxi Normal University , Nanchang, China wangtao1962@sohu.com;3. College of Chemistry and Chemical Engineering, Jiangxi Normal University , Nanchang, China;4. Key Laboratory of Pesticide and Chemical Biology, Ministry of Education of China, Institute of Organic Synthesis, Central China Normal University , Wuhan, China
Abstract:Fifteen novel pyrazolo3,4-b]-pyrido4,3-d]-pyrimidine-4-ones (7a–o) were designed and have been successfully synthesized via tandem aza-Wittig and annulation reactions of the corresponding iminophosphorances 5, phenylisocyanate, and substituted phenols in 60–77% isolated yields. Their structures were clearly verified by infrared (IR), 1H NMR, electron impact–mass spectrometry (EI-MS), and elemental analysis. The results of a preliminary bioassay indicated that some compounds possess inhibition activities against the root of Brassica napus (rape) and Echinochloa crusgalli (barnyard grass) at a dosage of 100 mg/L and 10 mg/L.
Keywords:aza-Wittig reaction  herbicidal activity  pyrazolo[3  4-b]-pyrido[4  3-d]-pyrimidine-4-ones  synthesis
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