METHOD OF PRODUCING 2,4-DISUBSTITUTED FURANS Russian patent published in 2023 - IPC C07D307/36 C07D307/38 C07D307/42 C07B37/10 

FIELD: pharmaceuticals.

SUBSTANCE: invention relates to a method of producing 2,4-disubstituted furans of general formula 1, characterized by the following: the target 2,4-disubstituted furans are formed as a result of the conjugate addition of diethylamine to 1,3-disubstituted prop-2-yn-1-ones 2 during boiling in ethyl alcohol to form the corresponding enamines 3, which are further treated in situ with generated dimethylsulfonium methylide in DMSO at a room temperature.

Compound R¹ R² 1a Ph Ph 1b 4-H₃CC₆H₄ Ph 1c 4-H₃COC₆H₄ Ph 1d 4-BrC₆H₄ Ph 1e 2-FC₆H₄ Ph 1f CH₃ Ph 1g Ph 4-H₃COC₆H₄ 1h Ph 3,4-(H₃C)₂C₆H₃ 1i Ph 4-H₃CC₆H₄ 1j Ph 2-naphthyl

EFFECT: creation of a simple and effective method of the synthesis of 2,4-disubstituted furans 1, based on the use of available 1,3-disubstituted prop-2-yn-1-ones, diethylamine and dimethylsulfonium methylide, allowing all stages of the process to be carried out in a one-pot mode and obtain the target products in high yields, and also vary the substituents in the 2- and 4-positions of the furan ring.

1 cl, 2 tbl, 5 ex