The Furan-2(5H)-ones: Recent Synthetic Methodologies and its Application in Total Synthesis of Natural Products

Crystal structures ofN-tert-butyl-3-(4-fluorophenyl)-5-oxo-4-[2-(trifluoromethoxy)phenyl]-2,5-dihydrofuran-2-carboxamide and 4-(2H-1,3-benzodioxol-5-yl)-N-cyclohexyl-5-oxo-3-[4-(trifluoromethyl)phenyl]-2,5-dihydrofuran-2-carboxamide

“…Butenolides, also known as furan-2(5H)-ones or furanones, are a recurrent moiety in more than 13,000 natural products (De Souza, 2005) and possess different assorted biological applications, exemplified by cytotoxic (Jung et al, 1990) and antibiotic (Sikorska et al, 2012) activities. Likewise, the butenolide derivative Vioxx1 is a potent NSAID (non-steroidal anti-inflammatory drug) used for the relief of pain and inflammation (Prasit et al, 1999) before it was withdrawn from the market in 2004.…”

Recent Advances in Biomimetic Synthesis Involving Cyclodextrins

“…Literature survey indicates that butenolide substructure is present in more than 13,000 natural products and is the core structural unit responsible to induce a wide range of biological properties such as antimicrobial, antifungal, anti-viral HIV-1, anti-inflamatory, and anticancer (De Souza, 2005). It is found in many biologically active natural products such as sarcophine and rubrolide etc., which are isolated from Ritterela rubra, (Miao & Andersen, 1991;Kotora & Negishi, 1997) The significant biological activity associated with butenolide synthon, attracted the attention of many researchers to develop numerous synthetic approaches for furan-2(5H)-one derivatives.…”

Study of E/Z isomerization of (arylamino)methylidenefuran‐2(3H)‐ones by 1H, 13C, 15N spectroscopy and DFT calculations in different solvents

“…Furan‐2(3 H )‐ones are useful starting compounds in the synthesis of various organic substances and are also promising in studying their biological activity. The compounds containing a furanone moiety exhibit the anti‐tumor, antimicrobic, insecticidic, herbicidic, and fungicidic activities and the properties of cyclooxygenase inhibitors…”