Synthesis and biological activity of 4-methylene-pyrido[4,3-d]pyrimidines

✍ Scribed by Wenyan Mo; Yongyan Yao; Yunli Shen; Hongwu He; Yucheng Gu

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2009
• Tongue: English
• Weight: 99 KB
• Volume: 46
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.124

✦ Synopsis

Abstract

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Fifteen novel 3‐substituted‐5‐methyl‐4‐methylene‐7‐alkylsulfanyl‐3,4‐dihydro‐pyrido[4,3‐d]pyrimidine‐8‐carbonitriles 5a, 5b, 5c, 5d, 5f, 5g, 5h, 5i, 5j, 5k, 5l, 5m, 5n, 5o, were synthesized via a facile annulation process in which formation of the pyrimidine ring proceeded smoothly by the regioselective attack of a formamidate group on a neighboring carbonyl group instead of a cyano group. Bioassay results indicated that these compounds showed significant herbicidal activity at a dose of 100 μg/mL on the roots of oil rape and barnyard grass. In addition, some of these compounds displayed fungicidal activity. J. Heterocyclic Chem., (2009).