ChemInform Abstract: C‐ACYLATION OF 5‐MEMBERED N‐HETEROCYCLES. I. ACYLATION AT C‐2 OF IMIDAZOLES AND BENZIMIDAZOLES

Regel, E.; Buechel, K. H.

doi:10.1002/chin.197717193

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2004

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“…The NCO bond was relatively labile under mildly basic conditions, providing a general pathway for each member of the series to ring‐open (Path A). This reaction has been reported in other indolizinediones and related systems and is likely to be the mechanism for hydrolysis of compound 1 at pH 11 35. Substituents in the 6‐ or 7‐positions such as alkoxy, chloro or sulfonyl could be hydrolysed, especially under basic conditions (Path B).…”

Section: Resultssupporting

confidence: 55%

Herbicidal indolizine‐5,8‐diones: photosystem I redox mediators

Smith

Clarke

Ridley

et al. 2004

Pest Management Science

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6,7-Disubstituted indolizine-5,8-diones showed activity as herbicides, giving rapid desiccation symptomology in whole-plant tests and bleaching in leaf-disc assays. In isolated chloroplasts, such compounds initiated rapid uptake of oxygen in Photosystem I. A redox mediator mode of action was further supported by electrochemical studies. Several compounds described had low photostability, high volatility, hydrolytic instability or reactivity with glutathione. The detrimental effects that these factors may have had on expression of herbicidal activity are discussed.

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Section: Resultssupporting

confidence: 55%