EventsThe 27th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-27-16056
This submission belongs to the session S1. General Organic Synthesis of the event The 27th International Electronic Conference on Synthetic Organic Chemistry
Published date
15 Nov, 2023
Academic Editor
author-avatarJulio A. Seijas
Citation
Alexandra Tikhomolova, Alevtina Yegorova, Zhanna Mamleeva, Synthesis of new representatives of push-pull enamines - 5-aryl-3-((dimethylamino)methylene)furan-2(3H)-ones, in Proceedings of The 27th International Electronic Conference on Synthetic Organic Chemistry, 15 November–30 November 2023, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-27-16056
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Synthesis of new representatives of push-pull enamines - 5-aryl-3-((dimethylamino)methylene)furan-2(3H)-ones

Alexandra Tikhomolova 1
Zhanna Mamleeva 1
Alevtina Yegorova 1
1. Institute of Chemistry, N.G. Chernyshevsky Saratov National Research State University, Russia
Abstract

Introduction

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
Manuscript
sciforum-082002-clean.pdf
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