In order to synthesize new 2-furostilbene oximes, a series of chemical reactions were carried out; Wittig reaction, Wilsmeier formulation and conversion of aldehyde to oxime. Oximes with three different substituents were synthesized; cyano-, methoxy- and dimethylamino-. Wittig products (cis-1, trans-1, cis-2, trans-2 and trans-3) were obtained from the starting aldehydes and salts. Cyano- and methoxy-derivatives give cis and trans Wittig products, while in dimethylamino-derivatives only the trans isomer is formed. The obtained Wittig products were used in the Vilsmeier formylation reaction for the synthesis of formyl derivatives. After formulation, six aldehydes were obtained (cis-4, trans-4, cis-5, trans-5, cis-6 and trans-6). Each Wittig product gave one aldehyde, except dimethylaminoaldehyde. Although only the trans-3 isomer was formed in the dimethylamino derivative after the Wittig reaction, during the implementation of Vilsmeier's formulation the trans-3 isomerized to form two isomers; cis-6 and trans-6. The synthesized 2-carbaldehydes were used for the synthesis of new 2-furostilbene oximes. All the obtained oximes have very close Rf values and it was necessary to purify them using preparative TLC plates, after which 12 new 2-furostilbene oximes were obtained, of which cis,syn-7, cis,anti-7, trans,syn-7 and trans, anti-7 isolated as pure compounds, while compounds cis,syn-8, cis,anti-8, trans,syn-8, trans,anti-8, cis,syn-9, cis,anti-9, trans,syn-9 and trans,anti-9 and after purification on preparative TLC plates remained in the mixture. All synthesized compounds were characterized by spectroscopic methods one dimensional 1H and 13C NMR techniques.