Efficient Synthesis and Fungicidal Activities of 2-Alkylthiobenzofuro[3,2-d]Pyrimidinones |
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| Authors: | Yang-Gen Hu Wen-Qing Wang Ming-Wu Ding |
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| Affiliation: | 1. Key Laboratory of Pesticide &2. Chemical Biology of Ministry of Education , Central China Normal University , Wuhan, P. R. China;3. Department of Medicinal Chemistry , Yunyang Medical College , Shiyan, P. R. China;4. Chemical Biology of Ministry of Education , Central China Normal University , Wuhan, P. R. China |
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| Abstract: | 2-Alkylthiobenzofuro[3,2-d]pyrimidinones 5 and 6 were synthesized by S-alkylation of 2,3-dihydro-2-thioxobenzofuro[3,2-d]pyrimidin-4(1H)-ones 4, which were obtained via aza-Wittig reaction of iminophosphorane 2 with CS2 and further reaction of the product with various amines. Compounds 5 and 6 exhibited fungicidal activity. For example, compound 6a, which has a small N-substituted methyl group, showed the best inhibitive activity (91%) against Dothiorella gregaria at 50 mg/L. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. |
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| Keywords: | Aza-Wittig reaction benzofuro[3,2-d]pyrimidinone carbon disulfide fungicidal activity iminophosphorane |
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