Aryldiones incorporating a [1,4,5]oxadiazepane ring. Part 2: Chemistry and biology of the cereal herbicide pinoxaden

Muehlebach, Michel; Cederbaum, Fredrik; Cornes, Derek; Friedmann, Adrian; Glock, Jutta; Hall, Gavin J.; Indolese, Adriano F.; Kloer, Daniel P.; Goupil, G. le; Maetzke, Thomas; Meier, Hans; Schneider, R.; Stoller, André; Szczepanski, Henry; Wendeborn, Sebastian; Widmer, Hansjuerg

doi:10.1002/ps.2204

Cited by 39 publications

(37 citation statements)

References 32 publications

(120 reference statements)

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“…Acetyl CoA carboxylase (ACCase; EC 6.4.1.2), crucial for the metabolism of fatty acids, is a biotin‐dependent carboxylase that produces malonyl‐CoA from bicarbonate as a source of carboxyl group, and ATP as a source of energy . Besides the known ACCase active herbicide classes cyclohexanediones (CHDs) and ( R )‐configurated (het)aryloxyphenoxypropionates (AOPPs), the phenylpyrazolinone pinoxaden (2006; Syngenta) (Fig. ) was developed as proherbicide (R = CO‐ tert ‐Bu) for the selective post‐emergence control of key annual grass weeds in cereals.…”

Section: Herbicides For Weed Controlmentioning

confidence: 99%

Progress of modern agricultural chemistry and future prospects

2015

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Agriculture is facing an enormous challenge: it must ensure that enough high-quality food is available to meet the needs of a continually growing population. Current and future agronomic production of food, feed, fuel and fibre requires innovative solutions for existing and future challenges, such as climate change, resistance to pests, increased regulatory demands, renewable raw materials or requirements resulting from food chain partnerships. Modern agricultural chemistry has to support farmers to manage these tasks. Today, the so-called 'side effects' of agrochemicals regarding yield and quality are gaining more importance. Agrochemical companies with a strong research and development focus will have the opportunity to shape the future of agriculture by delivering innovative integrated solutions. This review gives a comprehensive overview of the innovative products launched over the past 10 years and describes the progress of modern agricultural chemistry and its future prospects.

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Section: Herbicides For Weed Controlmentioning

confidence: 99%

Progress of modern agricultural chemistry and future prospects

2015

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“…The proherbicide pinoxaden (Axial ® , 2006; Syngenta) can be applied from the two‐leaf stage up to the flag leaf stage of grasses, and has a weed spectrum that covers a wide range of key annual grass species such as blackgrass ( Alopecurus myosuroides ), silky bent grass ( Apera spica venti ), wild oats ( Avena spp. ), ryegrass ( Lolium spp.…”

Section: Proherbicides For Weed Controlmentioning

confidence: 99%

Propesticides and their use as agrochemicals

2015

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The synthesis of propesticides is an important concept in design of modern agrochemicals with optimal efficacy, environmental safety, user friendliness and economic variability. Based on increasing knowledge of the biochemistry and genetics of major pest insects, weeds and agricultural pathogens, the search for selectivity has become an ever more important part of pesticide development and can be achieved by appropriate structural modifications of the active ingredient. Propesticides affect the absorption, distribution, metabolism and excretion parameters, which can lead to biological superiority of these modified active ingredients over their non-derivatised analogues. Various selected commercial propesticides testify to the successful utilisation of this concept in the design of agrochemicals. This review describes comprehensively the successful utilisation of propesticides and their role in syntheses of modern agrochemicals, exemplified by selected commercial products coming from different agrochemical areas.

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“…Palladium-catalyzed coupling reactions are becoming a valuable tool in the synthesis of carbon-carbon and carbon-heteratom bonds in modern chemistry [1][2][3]. These reactions are widely applied in pharmaceutical intermediates, polymer functional materials, pesticides, dyes and organic electroluminescent materials [4][5][6][7][8][9][10][11][12]. Particularly, Over 60% of the carboncarbon bond-forming processes in medicinal chemistry are now accomplished using the Suzuki cross-coupling reaction because of its low toxicity, high-efficiency good functional group tolerance and mild reaction conditions [13,14].…”

Section: Introductionmentioning

confidence: 99%

Studies on Suzuki Coupling Reactions of Large Sterically Hindered Substrates

Sun¹,

Zhao-hui²,

Xie³

et al. 2018

Topics in Chemical &Amp; Material Engineering

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Suzuki coupling reaction of 2-(Trifluormethoxy) phenylboronic acid with 2-bromo-1,3-dichloro-5-nitrobenzene were successfully conducted by using Pd2(dba)3 as the catalyst and in satisfactory to good yields. The 4-(2-(diphenylphosphino)phenyl) morpholine was the best ligand in this reaction. Biaryl amides 8t which gained much attention in the pharmaceutical industry because of using as RORγt inhibitors could be synthesized using the product of Suzuki reaction 3a as the substrate after 2 steps. Higher yield of 8t could be got by using this method than the previous work.

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Aryldiones incorporating a [1,4,5]oxadiazepane ring. Part 2: Chemistry and biology of the cereal herbicide pinoxaden

Cited by 39 publications

References 32 publications

Progress of modern agricultural chemistry and future prospects

Progress of modern agricultural chemistry and future prospects

Propesticides and their use as agrochemicals

Studies on Suzuki Coupling Reactions of Large Sterically Hindered Substrates

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