Reaction of CBrF 2–CBrF 2 with hydrazones of aromatic aldehydes: Novel efficient synthesis of fluorocontaining alkanes, alkenes and alkynes

VG Nenajdenko, GN Varseev, VN Korotchenko…

Index: Nenajdenko, Valentine G.; Varseev, Georgy N.; Korotchenko, Vasily N.; Shastin, Alexey V.; Balenkova, Elisabeth S. Journal of Fluorine Chemistry, 2003 , vol. 124, # 1 p. 115 - 118

Full Text: HTML

Citation Number: 32

Abstract

An olefination of hydrazones of aromatic aldehydes by CBrF2–CBrF2 under copper catalysis was investigated. In situ prepared aldehydes hydrazones were converted to (3-bromo-2, 2, 3, 3-tetrafluoropropyl) arenes by reaction with CBrF2–CBrF2 in the presence of CuCl. Subsequent elimination of HF by sodium hydroxide resulted in stereospecific formation of fluorocontaining alkenes. Elimination proceeds stereoselectively, only Z-isomers of ...