90601-11-9Relevant articles and documents
45. A Facile Conversion of Tertiary Amines into triphenylphosphonium Salts
Vorbrueggen, Helmut,Krolikiewicz, Konrad
, p. 819 - 825 (1993)
Halogenation of Et3N, (i-Pr)2EtN, and N-ethylmorpholine or of enamines with dichlorotriphenylphosphorane gives in up to 75percent yield the corresponding triphenylphosphonium chlorides, which can be readily converted into the corres
Reactions with Phosphine Alkylenes, XLV. Reactions of Alkylidenetriphenylphosphoranes with Tetramethylformamidinium Chloride. Synthesis of triphenylphosphonium Chloride and (Formylalkylidene)triphenylphosphoranes
Bestmann, Hans Juergen,Schmid, Guenter,Oechsner, Helmut,Ermann, Peter
, p. 1561 - 1571 (2007/10/02)
Phosphonium ylides 1 react with tetramethylformamidinium chloride (2) to form enamine phosphonium chlorides 8 and the formic orthoamide 7.The salts 8 show temperature depending 1H NMR spectra with respect to the protons of the dimethylamino group (hindered rotation around the C - N(CH3)2 bond).Treatment of 8 with acids and subsequently with bases gives rise to the formation of the formyl ylides 19. 8a is deprotonated with sodium amide to give the phosphaallene ylide 20, which reacts with water to yield the phosphane oxide 21, and with methyl iodide stereospecifically to form 8b.