ChemInform Abstract: Reaction of (Z)‐5‐(Bromomethylene)thiophen‐2(5H)‐one with Some Nucleophiles in Search for New Biofilm Inhibitors.

Abstract

Reaction of (Z)-5-(Bromomethylene)thiophen-2(5H)-one with Some Nucleophiles in Search for New Biofilm Inhibitors. -The nucleophilic substitution of the bromo substituent in title compound (I) is studied. The reaction fails with ammonium acetate or potassium cyanate and leads in fact to dimeric and trimeric ring opening products like (XI) and (XII). Actually, this reaction represents a stereospecific access to penta--2,4-dienoates. Selected substitution products are tested for their biofilm inhibition activity. Slight activity is observed only for aromatic sulfur compounds, e.g. (IIId). -(BENNECHE*, T.; CHAMGORDANI, E. J.; SCHEIE, A. A.; Synth. Commun. 43 (2013) 3, 431-437, http://dx.