Aryl phenyl substituted cyclic ketoenols
A compound, alkyl technology, applied in the field of application of pesticides and herbicides, can solve the problem of incompatibility, etc.
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Embodiment
[1127] Example (I-1a-1)
[1128]
[1129] 1.93g of the above bromine compound was mixed with 1.6g of 4-trifluoromethoxyphenylboronic acid and 0.92g of tetrakis(triphenylphosphine)palladium in 20ml of 1,2-dimethoxyethane at 20°C, and the mixture Stir at 20°C for 15 minutes, enter 15 ml of 20% sodium carbonate solution and stir at 80°C for one day. The solution was filtered and extracted with ethyl acetate. The aqueous phase was acidified with concentrated hydrochloric acid at 0-10°C, concentrated to dryness under vacuum, and the residue was subjected to silica gel chromatography using dichloromethane / ethyl acetate 3:1 as the mobile phase.
[1130] The yield is 0.40 g (17% of the theoretical amount), m.p. 143°C.
[1131] Example (I-1a-14)
[1132]
[1133] To 2.6g potassium tert-butoxide in 7ml anhydrous dimethylformamide at 80°C was added dropwise 4.42g of the compound of Example (II-10) in 9ml of anhydrous DMF, and stirred at this temperature until The reaction is over (monito...
Embodiment I-1-b-1
[1141]
[1142] Under reflux, 0.4 ml of isobutyryl chloride was added to 1 g of the compound of Example (I-1-a-16) and 0.5 ml of triethylamine in 30 ml of ethyl acetate (EA), and the mixture was stirred until the end of the reaction (Monitoring with TLC). The mixture was concentrated and purified by silica gel chromatography.
[1143] Mobile phase: dichloromethane / EA 10 / 1
[1144] Yield: 0.15 g (11% of the theoretical amount), m.p. 201°C.
[1145] By the method of Example (I-1-b-1) and the general method for preparing the compound of formula (I-1-b), the following compounds were prepared:
[1146] Example
Embodiment I-1-c-1
[1148]
[1149] At 0°C, 0.35 g of ethyl chloroformate was added to 1 g of the compound of Example (I-1-a-16) and 0.5 ml of triethylamine in 30 ml of dichloromethane, and the mixture was stirred at 20°C for one day . The mixture was concentrated, and the residue was purified by silica gel chromatography.
[1150] Mobile phase: dichloromethane / EA 10 / 1
[1151] Yield: 0.12g, m.p.194°C.
[1152] By the method of Example (I-1-c-1) and according to the general method for preparing the compound of formula (I-1-c), the following compounds were prepared
[1153] Example
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