FIELD: organic chemistry.
SUBSTANCE: invention relates to the field of organic chemistry, namely to a method for obtaining derivatives of tetrahydroquinoline of general formula (I), where R1 = unsubstituted or substituted phenyl, where the substituent may be lower alkyl, lower alkoxy or halogen, or R1 = thienyl; R2 = hydrogen, halogen, lower alkyl or lower alkoxy; n=1 or 2, which consists in the fact that the corresponding substituted anilines are subjected to interaction with the corresponding substituted aldehydes and ethers in an unseparated electrolyzer equipped with a cathode and an anode, in a galvanostatic mode in the presence of a supporting electrolyte - tetrabutylammonium tetrafluoroborate and p-TsOH⋅H2O in an acetonitrile medium at a current density in the range from 3.3 to 13.4 mA/cm2, where, for example, a glassy carbon plate is used as the anode, and, for example, platinum or nickel is used as the cathode. The target product thus obtained is isolated in the form of two diastereomers.
EFFECT: simplification and cost reduction of the process due to the use of available compounds as initial substrates and the exclusion of an additional step for obtaining cyclic enol esters, increasing the environmental friendliness of the process for obtaining a compound of formula (I), useful as a fungicide.
2 cl, 1 tbl, 20 ex
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Authors
Dates
2022-11-23—Published
2022-02-10—Filed