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Synthesis and herbicidal activity of 3-substituted toxoflavin analogs

We investigated the synthesis and herbicidal activity of 23 toxoflavin analogs, 1a–w, in which aromatic rings (R) were introduced into the C-3 position. In paddy field conditions, 1k (R=2-CF(3)–C(6)H(4)) and 1w (R=2-thienyl) showed excellent herbicidal activity. Under upland field conditions, we fou...

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Detalles Bibliográficos
Autores principales: Ogawa, Narihito, Imaizumi, Ryoya, Hirano, Tatsuya, Suzuki, Jun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Pesticide Science Society of Japan 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8422260/
https://www.ncbi.nlm.nih.gov/pubmed/34566462
http://dx.doi.org/10.1584/jpestics.D21-010
Descripción
Sumario:We investigated the synthesis and herbicidal activity of 23 toxoflavin analogs, 1a–w, in which aromatic rings (R) were introduced into the C-3 position. In paddy field conditions, 1k (R=2-CF(3)–C(6)H(4)) and 1w (R=2-thienyl) showed excellent herbicidal activity. Under upland field conditions, we found that toxoflavin analogs 1a (R=C(6)H(5)), 1n (R=2-CH(3)O–C(6)H(4)), and 1p (R=4-CH(3)O–C(6)H(4)) exhibited wide herbicidal spectrum against Echinochloa crus-galli (L) var. crus-galli (ECHCG), Chenopodium album, and Amaranthus viridis (AMAVI). The analog with the 2-fluoro group on benzene ring 1b also showed high herbicidal activity against both ECHCG and AMAVI.