Please login first
Synthesis of new representatives of push-pull enamines - 5-aryl-3-((dimethylamino)methylene)furan-2(3H)-ones
* , ,
1  Institute of Chemistry, N.G. Chernyshevsky Saratov National Research State University
Academic Editor: Julio A. Seijas



Dimethylaminomethylenefuran-2(3Н)-ones are highly reactive due to the presence of several active reaction centers, as well as the pronounced push-pull nature of the C=C bond, which makes it possible to modify them in several directions.

Experimental details

The synthesis of 5-aryl-3-((dimethylamino)methylene)furan-2(3H)-ones was carried out by reacting 5-arylfuran-2(3H)-ones with dimethylformamide dimethyl acetal in equimolar quantities using solvents of different polarities. The structure of the obtained products was established using spectroscopic methods.

Results and Discussion

The introduction of a dimethylaminomethylene fragment into the molecule of 5-arylfuran-2(3H)-ones was achieved using a Monowave50 closed-type reactor. Based on NOESY1D NMR spectroscopy, it was established that the final structures exist as the E-isomer.

Keywords: furan-2(3H)-ones, dimethylformamide dimethylacetal, dimethylaminomethylene derivatives, physicochemical methods