Visible-light-mediated synthesis of 3,4,5-trisubstituted furan-2-one derivatives via a bifunctional organo photocatalyst?

New Journal of Chemistry Pub Date: 2021-09-03 DOI: 10.1039/D1NJ03238K

Abstract

Furan-2-one derivatives are of great importance in chemistry for both synthetic and biological purposes. Herein, we report a new approach towards their synthesis via a mild, inexpensive, and green photochemical protocol, where dual analyte thioureas, 1 (1H-benzo[d]imidazol-2-yl)-3-(4-nitrophenyl)thiourea (BINPT) and 1-(4-methylbenzo[d]thiazol-2-yl)-3-(4-nitrophenyl)thiourea (MBNPT), are utilized as the catalyst and white LEDs as the light source via electron donor–acceptor (EDA) complexes. A variety of diethyl 2-(phenylamino)fumarates and aldehydes were converted into 3,4,5-trisubstituted furan-2-ones in good to high yields. Selected compounds were further studied using DFT calculations in order to establish a clear picture about the geometric parameters of the compounds.

Graphical abstract: Visible-light-mediated synthesis of 3,4,5-trisubstituted furan-2-one derivatives via a bifunctional organo photocatalyst
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