AR096520A1 - Compuestos de 2-(fenil-sustituido)-ciclopentano-1,3-diona herbicidamente activos y sus derivados - Google Patents

Compuestos de 2-(fenil-sustituido)-ciclopentano-1,3-diona herbicidamente activos y sus derivados

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AR096520A1
AR096520A1 ARP140102181A ARP140102181A AR096520A1 AR 096520 A1 AR096520 A1 AR 096520A1 AR P140102181 A ARP140102181 A AR P140102181A AR P140102181 A ARP140102181 A AR P140102181A AR 096520 A1 AR096520 A1 AR 096520A1
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Argentina
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alkyl
fluoro
alkoxy
nitro
cyano
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ARP140102181A
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Syngenta Ltd
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing carboxylic groups or thio analogues thereof, directly attached by the carbon atom to a cycloaliphatic ring; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/657—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings
    • C07C49/683—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings having unsaturation outside the aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
    • C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/013—Esters of alcohols having the esterified hydroxy group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/12—Acetic acid esters
    • C07C69/14—Acetic acid esters of monohydroxylic compounds
    • C07C69/145—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols
    • C07C69/157—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/46—Oxygen atoms
    • C07D213/50—Ketonic radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/61—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/16—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/30—Halogen atoms or nitro radicals
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/10—Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Environmental Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Abstract

Estos compuestos son adecuados para el uso como herbicidas. La presente también se refiere a un método de control de malezas, especialmente malezas monocotiledóneas gramíneas, en cultivos de plantas útiles, que comprende la aplicación de una composición herbicida que comprende dicho compuesto a las plantas o a su locus. Reivindicación 1: Un compuesto de fórmula (1) donde: R¹ es metilo, etilo, n-propilo, ciclopropilo, trifluorometilo, vinilo, etinilo, flúor, cloro, bromo, metoxi, difluorometoxi o trifluorometoxi; y tanto (a): R² es R²A y R³ es R³A; o (b): R² es R²B y R³ es R³B; donde: R³A es hidrógeno, metilo, flúor o cloro; y R²A es hidrógeno, metilo, etilo, n-propilo, isopropilo, ciclopropilo, fluoro-alquilo C₁₋₂, vinilo, prop-1-enilo, -CºC-R²AA halógeno, o (fluoro-alquilo C₁₋₂)-metoxi-; donde R²AA es hidrógeno, flúor, trifluorometilo, etilo o ciclopropilo; o R²A es fenilo opcionalmente sustituido por 1, 2 ó 3 sustituyentes que son independientemente halógeno, alquilo C₁₋₂, fluoro-alquilo C₁₋₂, metoximetilo, vinilo, etinilo, alcoxi C₁₋₃, fluoro-alcoxi C₁₋₂, metiltio, metilsulfinilo, metilsulfonilo, ciano o nitro, siempre que tanto uno o ninguno (por ejemplo, no más de uno) de estos sustituyentes opcionales sea metoximetilo, vinilo, etinilo, metiltio, metilsulfinilo, metilsulfonilo o nitro; o R²A es heteroarilo monocíclico opcionalmente sustituido por 1, 2 ó 3 sustituyentes que son independientemente halógeno, alquilo C₁₋₂, fluoro-alquilo C₁₋₂, metoximetilo, vinilo, etinilo, alcoxi C₁₋₃, fluoro-alcoxi C₁₋₂, metiltio, metilsulfinilo, metilsulfonilo, ciano o nitro, siempre que tanto uno o ninguno (por ejemplo, no más de uno) de estos sustituyentes opcionales sea metoximetilo, vinilo, etinilo, metiltio, metilsulfinilo, metilsulfonilo o nitro; y donde R²B es hidrógeno, metilo o flúor; y cada R³B es fenilo opcionalmente sustituido por 1, 2 ó 3 sustituyentes que son independientemente halógeno, alquilo C₁₋₂, fluoro-alquilo C₁₋₂, metoximetilo, vinilo, etinilo, alcoxi C₁₋₂, fluoro-alcoxi C₁₋₂, metiltio, metilsulfinilo, metilsulfonilo, ciano o nitro, siempre que tanto uno o ninguno (por ejemplo, no más de uno) de estos sustituyentes opcionales sea metoximetilo, vinilo, etinilo, metiltio, metilsulfinilo, metilsulfonilo o nitro; o R³B es heteroarilo monocíclico opcionalmente sustituido por 1, 2 ó 3 sustituyentes que son independientemente halógeno, alquilo C₁₋₂, fluoro-alquilo C₁₋₂, metoximetilo, vinilo, etinilo, alcoxi C₁₋₂, fluoro-alcoxi C₁₋₂, .metiltio, metilsulfinilo, metilsulfonilo, ciano o nitro, siempre que tanto uno o ninguno (por ejemplo, no más de uno) de estos sustituyentes opcionales sea metoximetilo, vinilo, etinilo, metiltio, metilsulfinilo, metilsulfonilo o nitro; y donde R⁴ es hidrógeno, metilo, etilo, n-propilo, ciclopropilo, trifluorometilo, vinilo, etinilo, flúor, cloro, bromo, alcoxi C₁₋₃, fluoro-alcoxi C₁₋₂, alcoxi C₁₋₂-alcoxi C₁₋₃-, o fluoroalcoxi C₁-alcoxi C₁₋₃-; y R⁵, R⁶ y R⁷, independientemente respecto del otro, son hidrógeno, alquilo C₁₋₅, alquenilo C₂₋₃, alquinilo C₂₋₃, fluoro-alquilo C₁₋₂ o alcoxi C₁₋₂alquilo C₁₋₂; siempre que: o (i) al menos dos de R⁵, R⁶ y R⁷ sean hidrógeno, o (ii) dos de R⁵, R⁶ y R⁷ sean metilo y los restantes R⁵, R⁶ y R⁷ sean hidrógeno; y R⁸ y R⁹, independientemente respecto del otro, son hidrógeno, flúor o alquilo C₁₋₃; y R¹⁰ es hidrógeno o metilo; y donde: G es hidrógeno; un metal agriculturalmente aceptable, o un grupo sulfonio o amonio agriculturalmente aceptable; o G es -C(Xᵃ)-Rᵃ, -C(Xᵇ)-Xᶜ-Rᵇ, -C(Xᵈ)-N(Rᶜ)-Rᵈ, -SO₂-Rᵉ, -P(Xᵉ)(Rᶠ)-Rᵍ, -CH₂-Xᶠ-Rʰ; o fenilo-CH₂- o fenil-CH(alquilo C₁₋₂)- (en cada uno de los cuales el fenilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₂, fluoro-alquilo C₁, alcoxi C₁₋₂, fluoro-alcoxi C₁, flúor, cloro, bromo, ciano o nitro), o heteroarilo-CH₂- o heteroaril-CH(alquilo C₁₋₂)- (en cada uno de los cuales el heteroarilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₂, fluoro-alquilo C₁, alcoxi C₁₋₂, fluoro-alcoxi C₁, flúor, cloro, bromo, ciano o nitro), o fenil-C(O)-CH₂- (donde el fenilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₂, fluoro-alquilo C₁, alcoxi C₁₋₂, fluoro-alcoxi C₁, flúor, cloro, bromo, ciano o nitro); o alcoxi C₁₋₆-C(O)-CH₂-, alquilo C₁₋₆-C(O)-CH₂-, alcoxi C₁₋₆-C(O)-CH=CH-, alquen C₂₋₇-1-ilo-CH₂-, alquen C₂₋₇-1-il-CH(alquilo C₁₋₂)-, fluoro-alquen C₂₋₄-1-ilo-CH₂-, alquin C₂₋₇-1-ilo-CH₂-, o alquin C₂₋₇-1-il-CH(alquilo C₁₋₂)-; donde Xᵃ, Xᵇ, Xᶜ, Xᵈ, Xᵉ y Xᶠ son independientemente respecto del otro oxígeno o azufre (preferentemente oxígeno); y donde Rᵃ es H, alquilo C₁₋₂₁, alquenilo C₂₋₂₁, alquinilo C₂₋₁₈, fluoro-alquilo C₁₋₁₀, ciano-alquilo C₁₋₁₀, nitro-alquilo C₁₋₁₀, amino-alquilo C₁₋₁₀, alquil C₁₋₅aminoalquilo C₁₋₅, dialquil C₂₋₈aminoalquilo C₁₋₅, cicloalquil C₃₋₇alquilo C₁₋₅, alcoxi C₁₋₅alquilo C₁₋₅, alquenil C₃₋₅oxialquilo C₁₋₅, alquinil C₃₋₅oxialquilo C₁₋₅, alquil C₁₋₅tioalquilo C₁₋₅, alquil C₁₋₅sulfinilalquilo C₁₋₅, alquil C₁₋₅sulfonilalquilo C₁₋₅, alquilideno C₂₋₈aminoxialquilo C₁₋₅, alquil C₁₋₅carbonilalquilo C₁₋₅, alcoxi C₁₋₅carbonilalquilo C₁₋₅, aminocarbonilalquilo C₁₋₅, alquil C₁₋₅aminocarbonilalquilo C₁₋₅, dialquil C₂₋₈aminocarbonilalquilo C₁₋₅, alquil C₁₋₅carbonilaminoalquilo C₁₋₅, N-alquil C₁₋₅carbonil-N-alquil C₁₋₅aminoalquilo C₁₋₅, trialquil C₃₋₆sililalquilo C₁₋₅, fenilalquilo C₁₋₅ (donde el fenilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoro-alquilo C₁₋₃, alcoxi C₁₋₃, fluoro-alcoxi C₁₋₃, alquil C₁₋₃tio, alquil C₁₋₃sulfinilo, alquil C₁₋₃sulfonilo, halógeno, ciano, o nitro), heteroarilalquilo C₁₋₅ (donde el heteroarilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoro-alquilo C₁₋₃, alcoxi C₁₋₃, fluoro-alcoxi C₁₋₃, alquil C₁₋₃tio, alquil C₁₋₃sulfinilo, alquil C₁₋₃sulfonilo, halógeno, ciano, o nitro), fluoro-alquenilo C₂₋₅, cicloalquilo C₃₋₈; fenilo o fenilo sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoro-alquilo C₁₋₃, alcoxi C₁₋₃, fluoro-alcoxi C₁₋₃, halógeno, ciano o nitro; o heteroarilo o heteroarilo sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoro-alquilo C₁₋₃, alcoxi C₁₋₃, fluoro-alcoxi C₁₋₃, halógeno, ciano o nitro; Rᵇ es alquilo C₁₋₁₈, alquenilo C₃₋₁₈, alquinilo C₃₋₁₈, fluoro-alquilo C₂₋₁₀, ciano-alquilo C₁₋₁₀, nitro-alquilo C₁₋₁₀, amino-alquilo C₂₋₁₀, alquil C₁₋₅aminoalquilo C₁₋₅, dialquil C₂₋₈aminoalquilo C₁₋₅, cicloalquil C₃₋₇alquilo C₁₋₅, alcoxi C₁₋₅alquilo C₁₋₅, alquenil C₃₋₅oxialquilo C₁₋₅, alquinil C₃₋₅oxialquilo C₁₋₅, alquil C₁₋₅tioalquilo C₁₋₅, alquil
ARP140102181A 2013-06-05 2014-06-04 Compuestos de 2-(fenil-sustituido)-ciclopentano-1,3-diona herbicidamente activos y sus derivados AR096520A1 (es)

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GB201310047D0 (en) 2013-07-17
EP3004063B1 (en) 2018-07-18
CA2911095C (en) 2021-07-06
US20160128326A1 (en) 2016-05-12
US10375956B2 (en) 2019-08-13
ES2691093T3 (es) 2018-11-23
CN105283446B (zh) 2018-06-12
AU2014276979A1 (en) 2015-11-12
BR112015030048A2 (pt) 2021-02-09
CA2911095A1 (en) 2014-12-11
WO2014195327A1 (en) 2014-12-11
AU2014276979B2 (en) 2018-03-15
EP3004063A1 (en) 2016-04-13
CN105283446A (zh) 2016-01-27

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