Facile Method for the Synthesis of Pyrazolo[3,4-b]-pyrido[4,3-d]-pyrimidine-4-ones via a Tandem Aza-Wittig Reaction |
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| Authors: | Tao Wang Cai Hua Zheng Shu Liu Hong Wu He |
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| Affiliation: | 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 |
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| Abstract: | Fifteen novel pyrazolo[3,4-b]-pyrido[4,3-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. |
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| Keywords: | aza-Wittig reaction herbicidal activity pyrazolo[3,4-b]-pyrido[4,3-d]-pyrimidine-4-ones synthesis |
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