40090-65-1Relevant academic research and scientific papers
Cycloreversion Mechanism of 3,3-Bis(trifluoromethyl)-2,2-dihydro-1,4,2-oxazaphosphol-4-enes
Burger, Klaus,Tremmel, Stephan,Trost, Gabriele,Simmerl, Reinhold,Huebl, Dieter
, p. 769 - 780 (2007/10/02)
2,2,2-Trimethoxy-3,3-bis(trifluoromethyl)-2,2-dihydro-1,4,2-oxazaphosphol-4-enes on thermolysis undergo a 1,3-dipolar cycloreversion reaction with formation of bis(trifluoromethyl) substituted nitrile ylides.Trapping reactions of the 1,3-dipolar species with α,β-unsaturated carboxylic acid esters and nitriles are described. 2-Aryl-3-carbethoxy-5,5-bis(trifluoromethyl)-1-pyrrolines obtained undergo an uncatalyzed autoxidation process to give 2-aryl-3-carbethoxy-3-hydroxy-5,5-bis(trifluoromethyl)-1-pyrrolines. 5,5-Difluoro-4-trifluoromethyl-2-oxazolines and 5-fluoro-4-tri fluoromethyl-oxazoles formed as by-products indicate that the thermal induced -cycloreversion reaction of 2,2,2-trimethoxy-3,3-bis(trifluoromethyl)-2,2-dihydro-1,4,2-oxazaphosphol-4-enes is most likely a stepwise process. - Keywords: -Cycloreversion Reactions, Trifluoromethyl Substituted 1,3-Dipoles, -Cycloaddition Reactions, 5,5-Difluoro-4-trifluoromethyl-2-oxazolines, 5-Fluoro-4-trifluoromethyl-oxazoles
