65268-07-7Relevant academic research and scientific papers
Cycloaddition Behaviour of Bis(trifluoromethyl) Substituted Nitrile Ylides. Site Selectivity and Regiochemistry of Trapping Reactions with Heterocumulenes
Burger, Klaus,Goth, Herbert,Daltrozzo, Ewald
, p. 473 - 485 (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 and trimethyl phosphate.The nitrile ylides are trapped by N-sulfinyl aniline, phenyl isocyanate, phenyl isothiocyanate, diphenyl ketene, and carbon disulfide.Site selectivity and regiochemistry of the cycloaddition reactions are described.The results are compared with those obtained from cycloaddition reactions of nitrile imines, nitrile oxides, alkyl, and aryl substituted nitrile ylides with heterocumulenes. - Key word: 1,3-Dipolar Cycloreversion Reactions, 2,2-Dihydro-1,4,2-oxazaphosphol-4-enes, Trifluoromethyl Substituted 1,3-Dipoles, Partially Fluorinated Heterocyclic Compounds
