- Preparation of 4-hydroxy-2-trifluoromethylthiophene: A novel bioisostere of α,α,α-trifluoro-m-cresol
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A simple and convenient four-step synthesis of 4-hydroxy-2- trifluoromethylthiophene (1) a novel bioisostere of α,α,α- trifluoro-m-cresol is reported. The key step is the condensation between ethyl 3-methoxy-4,4,4-trifluorocrotonate and methyl thioglycolate to form methyl 3-hydroxy-5- trifluoromethylthiophene-2-carboxylate (6). Hydrolysis of the ester followed by decarboxylation furnishes 1. Multi-hundred gram quantities of 1 have been obtained utilizing the present procedure.
- Karp, Gary M.,Samant, Dilip,Mukhopadhyay, Sudarsan,Condon, Michael E.,Kleemann, Axel
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p. 1078 - 1080
(2007/10/03)
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- Thienyloxypyridines and-pyrimidines useful as herbicidal agents
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The present invention provides a herbicidal compound of formula I, methods for the preparation thereof and intermediates useful therefor. wherein X and Y are each independently O or S; Z is N or CR4.
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- Herbicidal pyridine compounds
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The novel compounds of formula I: wherein R, A, X1, X2, X3, Z and m have the meaning given in claim 1, and the agronomically acceptable salts or N-oxides thereof, and herbicidal compositions containing such compounds as active ingredients.
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- Herbicidal 2-(cycloalk(en)yloxy)-6-(hetero)aryloxy(thio)pyridines
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The novel compounds of formula I: wherein R, A, X1, X2, X3and Z have the meaning given in claim 1, and the agronomically acceptable salts or N-oxide thereof, and herbicidal compositions containing such compounds as active ingredients.
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- Herbicidal pyridine compounds
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The novel compounds of formula I: wherein one of the groups X1, X2and X3represents N or CR1and the others represent CR1; R1each independently represents a hydrogen or halogen atom or an optionally substituted alkyl, alkenyl, alkinyl, alkoxy, alkoxyalkyl, alkoxyalkoxy group or a haloalkyl, haloalkoxy, cyano, nitro or SF5group, or -S(O)p-R10in which p is 0, 1 or 2 and R10represents an alkyl or haloalkyl group, or -NR2R3in which R2and R3each independently represent a hydrogen atom, an alkyl, alkenyl, aralkyl or aryl group, or R4-O-C(Y)- in which R4represents an alkyl group and Y represents O or S; A represents an optionally substituted aryl group, an optionally substituted 5- or 6- membered nitrogen-containing heteroaromatic group or an optionally substituted thienyl group; R represents an optionally substituted haloalkyl or haloalkenyl group; m is 0, 1, 2 or 3; Z represents an oxygen or sulfur atom; and the agronomically acceptable salts or N-oxides thereof; with the proviso that R represents an optionally substituted haloalkenyl group when m is 0. and herbicidal compositions containing such compounds as active ingredients.
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- Herbicidal thienyloxyazines
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A compound is disclosed having the formula: STR1 The compound is useful as an active ingredient in a herbicidal composition.
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